This repository was archived by the owner on Jul 10, 2024. It is now read-only.
This repository was archived by the owner on Jul 10, 2024. It is now read-only.
Round-trip Disagreement #3
Description
Some structures (usually with several fused rings that contain stereo annotations) don't return the same hash after a round-trip. I'm not sure why this happens.
Example:
[H][C@@]12[C@@H]3SC[C@]4(NCCC5=C4C=C(OC)C(O)=C5)C(=O)OC[C@H](N1[C@@H](O)[C@@H]6CC7=C([C@H]2N6C)C(O)=C(OC)C(C)=C7)C8=C9OCOC9=C(C)C(OC(C)=O)=C38
Yeilds:
DCLRH149F-FFMPLZ16VC-FC1Y2MQMGXU-FCUZ42LBF8VB
But, if the output file is fed through again, I get:
DCLRH149F-FFMPLZ16VC-FC1Y2MQMGXU-FCUZ3C1UCNTD
Each new loop seems to agree with the last hash. This may be due to parity conflict resolution, which seems to be done arbitrarily. If there is ambiguity/conflict, it would probably be better to err on the side of no annotation. However, I think this example does contain enough information to work.
Similarly, this happens with the following (theoretically equivalent) molfile:
Symyx 02191314562D 1 1.00000 0.00000 0
55 63 0 1 0 999 V2000
5.2579 -10.3796 0.0000 N 0 0 3 0 0 0 0 0 0
5.2643 -11.3463 0.0000 C 0 0 2 0 0 0 0 0 0
6.9059 -11.3355 0.0000 C 0 0 0 0 0 0 0 0 0
6.8995 -10.3688 0.0000 C 0 0 0 0 0 0 0 0 0
3.7293 -11.1063 0.0000 N 0 0 3 0 0 0 0 0 0
4.4671 -12.0064 0.0000 C 0 0 2 0 0 0 0 0 0
6.3356 -7.6267 0.0000 C 0 0 1 0 0 0 0 0 0
3.2045 -12.4015 0.0000 C 0 0 0 0 0 0 0 0 0
4.4093 -9.9560 0.0000 C 0 0 2 0 0 0 0 0 0
6.0714 -11.7993 0.0000 C 0 0 1 0 0 0 0 0 0
3.4158 -10.1363 0.0000 C 0 0 2 0 0 0 0 0 0
6.0592 -9.9452 0.0000 C 0 0 2 0 0 0 0 0 0
7.7339 -11.7884 0.0000 C 0 0 0 0 0 0 0 0 0
7.7217 -9.9342 0.0000 C 0 0 0 0 0 0 0 0 0
3.2108 -13.3557 0.0000 C 0 0 0 0 0 0 0 0 0
7.0154 -7.0763 0.0000 C 0 0 0 0 0 0 0 0 0
8.5767 -11.3245 0.0000 C 0 0 0 0 0 0 0 0 0
8.5703 -10.3578 0.0000 C 0 0 0 0 0 0 0 0 0
2.3766 -11.9653 0.0000 C 0 0 0 0 0 0 0 0 0
5.4048 -8.0161 0.0000 C 0 0 0 0 0 0 0 0 0
2.3695 -10.8862 0.0000 C 0 0 0 0 0 0 0 0 0
2.4719 -13.7855 0.0000 C 0 0 0 0 0 0 0 0 0
7.1803 -8.7253 0.0000 C 0 0 0 0 0 0 0 0 0
7.7977 -7.5504 0.0000 C 0 0 0 0 0 0 0 0 0
6.1550 -8.6695 0.0000 O 0 0 0 0 0 0 0 0 0
7.0097 -6.2138 0.0000 C 0 0 0 0 0 0 0 0 0
5.7261 -9.3390 0.0000 C 0 0 0 0 0 0 0 0 0
5.5820 -7.0857 0.0000 N 0 0 0 0 0 0 0 0 0
1.6316 -13.3661 0.0000 C 0 0 0 0 0 0 0 0 0
7.7492 -12.8549 0.0000 O 0 0 0 0 0 0 0 0 0
1.6254 -12.4119 0.0000 C 0 0 0 0 0 0 0 0 0
8.5362 -7.0663 0.0000 C 0 0 0 0 0 0 0 0 0
7.9612 -8.9785 0.0000 O 0 0 0 0 0 0 0 0 0
7.7858 -5.7420 0.0000 C 0 0 0 0 0 0 0 0 0
8.5302 -6.1580 0.0000 C 0 0 0 0 0 0 0 0 0
9.4749 -9.7810 0.0000 O 0 0 0 0 0 0 0 0 0
8.6620 -13.5281 0.0000 C 0 0 0 0 0 0 0 0 0
8.9890 -8.7634 0.0000 C 0 0 0 0 0 0 0 0 0
4.5516 -8.1550 0.0000 O 0 0 0 0 0 0 0 0 0
8.6687 -14.5489 0.0000 O 0 0 0 0 0 0 0 0 0
4.0768 -13.8833 0.0000 O 0 0 0 0 0 0 0 0 0
3.1995 -11.6390 0.0000 C 0 0 0 0 0 0 0 0 0
2.4776 -14.6439 0.0000 O 0 0 0 0 0 0 0 0 0
5.5763 -6.2233 0.0000 C 0 0 0 0 0 0 0 0 0
9.4200 -5.8813 0.0000 O 0 0 0 0 0 0 0 0 0
9.6512 -11.8924 0.0000 C 0 0 0 0 0 0 0 0 0
9.0177 -7.4215 0.0000 O 0 0 0 0 0 0 0 0 0
6.2861 -5.8061 0.0000 C 0 0 0 0 0 0 0 0 0
0.9270 -13.9374 0.0000 C 0 0 0 0 0 0 0 0 0
9.5507 -13.0639 0.0000 C 0 0 0 0 0 0 0 0 0
1.6559 -15.1576 0.0000 C 0 0 0 0 0 0 0 0 0
9.7288 -7.2168 0.0000 C 0 0 0 0 0 0 0 0 0
6.0443 -12.7495 0.0000 S 0 0 0 0 0 0 0 0 0
5.2569 -12.1255 0.0000 H 0 0 0 0 0 0 0 0 0
4.4042 -9.0125 0.0000 O 0 0 0 0 0 0 0 0 0
2 1 1 0 0 0
3 4 2 0 0 0
4 12 1 0 0 0
11 5 1 6 0 0
6 2 1 0 0 0
7 20 1 6 0 0
8 6 1 0 0 0
9 1 1 0 0 0
10 2 1 0 0 0
11 9 1 0 0 0
12 1 1 0 0 0
13 3 1 0 0 0
14 4 1 0 0 0
15 8 2 0 0 0
16 7 1 0 0 0
17 18 1 0 0 0
18 14 2 0 0 0
19 21 1 0 0 0
20 25 1 0 0 0
21 11 1 0 0 0
22 15 1 0 0 0
24 16 2 0 0 0
25 27 1 0 0 0
26 16 1 0 0 0
12 27 1 1 0 0
28 7 1 0 0 0
29 31 1 0 0 0
30 13 1 0 0 0
31 19 2 0 0 0
32 24 1 0 0 0
33 14 1 0 0 0
34 26 2 0 0 0
35 34 1 0 0 0
36 18 1 0 0 0
37 30 1 0 0 0
38 33 1 0 0 0
39 20 2 0 0 0
40 37 2 0 0 0
41 15 1 0 0 0
42 5 1 0 0 0
43 22 1 0 0 0
44 28 1 0 0 0
45 35 1 0 0 0
46 17 1 0 0 0
47 32 1 0 0 0
48 44 1 0 0 0
49 29 1 0 0 0
50 37 1 0 0 0
51 43 1 0 0 0
52 47 1 0 0 0
10 53 1 1 0 0
2 54 1 6 0 0
10 3 1 0 0 0
6 5 1 6 0 0
19 8 1 0 0 0
7 23 1 1 0 0
38 36 1 0 0 0
17 13 2 0 0 0
29 22 2 0 0 0
48 26 1 0 0 0
35 32 2 0 0 0
53 23 1 0 0 0
9 55 1 6 0 0
M END
Which gets:
java -jar lychi-all-v0.1.jar test.mol
DCLRH149F-FFMPLZ16VC-FC1Y2MQMGXU-FCUS96TNY5ZD
java -jar lychi-all-v0.1.jar test.mol | java -jar lychi-all-v0.1.jar
DCLRH149F-FFMPLZ16VC-FC1Y2MQMGXU-FCUZ3C1UCNTD