NPASS drugs

Drug Information

Drug ID:	NPD6627
Drug Name:	625433
Molecular Formula:	C26H32N4O5S
Canonical SMILES:	COC[C@H]1C[C@@](N([C@H]1c1nccs1)C(=O)c1ccc(c(c1)OC)C(C)(C)C)(Cn1cccn1)C(=O)O
Standard InCHI:	InChI=1S/C26H32N4O5S/c1-25(2,3)19-8-7-17(13-20(19)35-5)23(31)30-21(22-27-10-12-36-22)18(15-34-4)14-26(30,24(32)33)16-29-11-6-9-28-29/h6-13,18,21H,14-16H2,1-5H3,(H,32,33)/t18-,21-,26-/m1/s1
Standard InCHIKey:	HLQXYDHLDZTWDW-KAWPREARSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6627

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	404
0.1-0.2	2314
0.2-0.3	9580
0.3-0.4	6683
0.4-0.5	9723
0.5-0.6	1875
0.6-0.7	309
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7295	NPC257511
Intermediate Similarity	0.7114	NPC75498
Remote Similarity	0.6894	NPC475196
Remote Similarity	0.6679	NPC153400
Remote Similarity	0.6653	NPC239660
Remote Similarity	0.6653	NPC106235
Remote Similarity	0.6605	NPC15801
Remote Similarity	0.6598	NPC472789
Remote Similarity	0.6597	NPC314254
Remote Similarity	0.6597	NPC313966
Remote Similarity	0.6595	NPC329982
Remote Similarity	0.6576	NPC315411
Remote Similarity	0.6576	NPC475350
Remote Similarity	0.6576	NPC145178
Remote Similarity	0.6576	NPC14877
Remote Similarity	0.6564	NPC251036
Remote Similarity	0.6545	NPC75179
Remote Similarity	0.6532	NPC315061
Remote Similarity	0.6516	NPC470900
Remote Similarity	0.6503	NPC314056
Remote Similarity	0.6494	NPC220852
Remote Similarity	0.6489	NPC13603
Remote Similarity	0.6481	NPC471979
Remote Similarity	0.6468	NPC194740
Remote Similarity	0.646	NPC478012
Remote Similarity	0.6455	NPC153467
Remote Similarity	0.6454	NPC53255
Remote Similarity	0.6454	NPC85879
Remote Similarity	0.6453	NPC54066
Remote Similarity	0.6441	NPC196449
Remote Similarity	0.6441	NPC314222
Remote Similarity	0.6436	NPC478013
Remote Similarity	0.6429	NPC10904
Remote Similarity	0.6423	NPC285343
Remote Similarity	0.6415	NPC315804
Remote Similarity	0.6415	NPC313804
Remote Similarity	0.6397	NPC471004
Remote Similarity	0.6396	NPC326930
Remote Similarity	0.6396	NPC475301
Remote Similarity	0.6395	NPC216507
Remote Similarity	0.6394	NPC319232
Remote Similarity	0.6394	NPC24370
Remote Similarity	0.6382	NPC161143
Remote Similarity	0.6382	NPC314176
Remote Similarity	0.638	NPC475533
Remote Similarity	0.6377	NPC475816
Remote Similarity	0.6376	NPC328928
Remote Similarity	0.6376	NPC471978
Remote Similarity	0.6375	NPC115282
Remote Similarity	0.6373	NPC478083
Remote Similarity	0.6364	NPC473833
Remote Similarity	0.6357	NPC475315
Remote Similarity	0.6357	NPC324619
Remote Similarity	0.6354	NPC148889
Remote Similarity	0.6348	NPC137353
Remote Similarity	0.6348	NPC478011
Remote Similarity	0.6345	NPC4910
Remote Similarity	0.6344	NPC148896
Remote Similarity	0.6344	NPC180668
Remote Similarity	0.6344	NPC471013
Remote Similarity	0.6324	NPC59827
Remote Similarity	0.6324	NPC184933
Remote Similarity	0.632	NPC322482
Remote Similarity	0.6312	NPC472098
Remote Similarity	0.6303	NPC471015
Remote Similarity	0.6298	NPC152620
Remote Similarity	0.6293	NPC470901
Remote Similarity	0.6291	NPC253675
Remote Similarity	0.6291	NPC325976
Remote Similarity	0.628	NPC329731
Remote Similarity	0.6272	NPC72905
Remote Similarity	0.6259	NPC53534
Remote Similarity	0.6255	NPC303658
Remote Similarity	0.6255	NPC323752
Remote Similarity	0.625	NPC477527
Remote Similarity	0.625	NPC316224
Remote Similarity	0.6245	NPC193238
Remote Similarity	0.6245	NPC28945
Remote Similarity	0.6241	NPC161801
Remote Similarity	0.6228	NPC78609
Remote Similarity	0.6227	NPC311906
Remote Similarity	0.6224	NPC478080
Remote Similarity	0.6223	NPC474183
Remote Similarity	0.6218	NPC474192
Remote Similarity	0.6218	NPC475720
Remote Similarity	0.6209	NPC477549
Remote Similarity	0.6208	NPC472099
Remote Similarity	0.6204	NPC24019
Remote Similarity	0.6203	NPC146976
Remote Similarity	0.6201	NPC477585
Remote Similarity	0.6201	NPC477590
Remote Similarity	0.6201	NPC477588
Remote Similarity	0.6201	NPC477586
Remote Similarity	0.6196	NPC172222
Remote Similarity	0.6196	NPC63279
Remote Similarity	0.6194	NPC41982
Remote Similarity	0.6192	NPC143325
Remote Similarity	0.619	NPC186351
Remote Similarity	0.6187	NPC182907
Remote Similarity	0.6187	NPC189903
Remote Similarity	0.6184	NPC17437
Remote Similarity	0.6182	NPC260434
Remote Similarity	0.6181	NPC165538
Remote Similarity	0.6181	NPC258048
Remote Similarity	0.618	NPC36405
Remote Similarity	0.6179	NPC210296
Remote Similarity	0.6173	NPC170751
Remote Similarity	0.6173	NPC297642
Remote Similarity	0.6171	NPC74360
Remote Similarity	0.6167	NPC260909
Remote Similarity	0.6166	NPC122427
Remote Similarity	0.6165	NPC236668
Remote Similarity	0.6159	NPC478006
Remote Similarity	0.6159	NPC102593
Remote Similarity	0.6159	NPC196718
Remote Similarity	0.6157	NPC473540
Remote Similarity	0.6151	NPC108342
Remote Similarity	0.6151	NPC75609
Remote Similarity	0.6151	NPC140284
Remote Similarity	0.6145	NPC326363
Remote Similarity	0.6143	NPC315467
Remote Similarity	0.614	NPC57797
Remote Similarity	0.614	NPC250807
Remote Similarity	0.614	NPC26543
Remote Similarity	0.6137	NPC22481
Remote Similarity	0.6137	NPC70155
Remote Similarity	0.6135	NPC142385
Remote Similarity	0.6131	NPC146824
Remote Similarity	0.6131	NPC122968
Remote Similarity	0.6131	NPC477787
Remote Similarity	0.6131	NPC228377
Remote Similarity	0.6131	NPC328186
Remote Similarity	0.6129	NPC477589
Remote Similarity	0.6129	NPC184680
Remote Similarity	0.6129	NPC477587
Remote Similarity	0.6125	NPC60621
Remote Similarity	0.6123	NPC469858
Remote Similarity	0.6123	NPC292416
Remote Similarity	0.6123	NPC316841
Remote Similarity	0.6123	NPC477906
Remote Similarity	0.6123	NPC473689
Remote Similarity	0.6122	NPC478010
Remote Similarity	0.6122	NPC315499
Remote Similarity	0.6122	NPC9482
Remote Similarity	0.6119	NPC42678
Remote Similarity	0.6119	NPC152768
Remote Similarity	0.6119	NPC477909
Remote Similarity	0.6119	NPC148183
Remote Similarity	0.6119	NPC67401
Remote Similarity	0.6119	NPC183537
Remote Similarity	0.6119	NPC477907
Remote Similarity	0.6117	NPC473850
Remote Similarity	0.6115	NPC475406
Remote Similarity	0.6115	NPC182222
Remote Similarity	0.6115	NPC327769
Remote Similarity	0.6111	NPC301368
Remote Similarity	0.6111	NPC84815
Remote Similarity	0.6109	NPC475362
Remote Similarity	0.6107	NPC470785
Remote Similarity	0.6107	NPC470784
Remote Similarity	0.6107	NPC101350
Remote Similarity	0.6107	NPC289086
Remote Similarity	0.6106	NPC477633
Remote Similarity	0.6103	NPC472436
Remote Similarity	0.6103	NPC127026
Remote Similarity	0.6103	NPC127720
Remote Similarity	0.6103	NPC478141
Remote Similarity	0.6102	NPC329961
Remote Similarity	0.6101	NPC319880
Remote Similarity	0.6101	NPC320324
Remote Similarity	0.6101	NPC244839
Remote Similarity	0.6098	NPC82548
Remote Similarity	0.6097	NPC471016
Remote Similarity	0.6097	NPC207620
Remote Similarity	0.6097	NPC477908
Remote Similarity	0.6097	NPC206343
Remote Similarity	0.6095	NPC148860
Remote Similarity	0.6093	NPC38959
Remote Similarity	0.6093	NPC327904
Remote Similarity	0.6089	NPC477901
Remote Similarity	0.6087	NPC195788
Remote Similarity	0.6087	NPC237901
Remote Similarity	0.6085	NPC253482
Remote Similarity	0.6084	NPC477635
Remote Similarity	0.6084	NPC472287
Remote Similarity	0.6084	NPC477630
Remote Similarity	0.6084	NPC472286
Remote Similarity	0.6081	NPC471980
Remote Similarity	0.6081	NPC76565
Remote Similarity	0.6081	NPC473639
Remote Similarity	0.6079	NPC237702
Remote Similarity	0.6079	NPC284888
Remote Similarity	0.6078	NPC475648
Remote Similarity	0.6078	NPC15406
Remote Similarity	0.6077	NPC169716
Remote Similarity	0.6076	NPC244543
Remote Similarity	0.6075	NPC472550
Remote Similarity	0.6075	NPC174672
Remote Similarity	0.6075	NPC48042
Remote Similarity	0.6075	NPC304179

Drug Structure

NPD6627 OpenBabel08211710072D 37 40 0 0 1 0 0 0 0 0999 V2000 4.3074 3.4697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4517 5.1491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3796 4.8476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8228 -1.1416 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3032 5.8476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4878 -1.5013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4445 2.8612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3988 3.0641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4878 -1.5013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6368 3.0125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7893 -0.5734 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0634 3.8018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0932 4.5141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4184 0.6741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1355 0.4022 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7917 3.5862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3462 0.9756 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.7003 3.9919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0475 4.7169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3462 1.9512 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.1355 2.5247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1169 3.1806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.9512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6546 4.1948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8449 1.4634 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.0634 2.2232 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7893 -0.5734 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4184 2.2527 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7697 3.9056 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.9268 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8449 1.4634 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0335 -0.5681 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3490 5.6448 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1355 3.5003 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.6898 1.9512 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 25 1 0 0 0 0 3 25 1 0 0 0 0 4 34 1 0 0 0 0 5 35 1 0 0 0 0 6 9 1 0 0 0 0 6 11 2 0 0 0 0 7 8 2 0 0 0 0 7 17 1 0 0 0 0 8 19 1 0 0 0 0 9 28 2 0 0 0 0 10 12 2 0 0 0 0 10 27 1 0 0 0 0 11 29 1 0 0 0 0 12 36 1 0 0 0 0 13 17 2 0 0 0 0 13 20 1 0 0 0 0 14 18 1 0 0 0 0 14 26 1 0 0 0 0 15 34 1 0 0 0 0 16 29 1 0 0 0 0 17 23 1 0 0 0 0 18 15 1 6 0 0 0 18 21 1 0 0 0 0 19 20 2 0 0 0 0 19 25 1 0 0 0 0 20 35 1 0 0 0 0 21 22 1 6 0 0 0 21 30 1 0 0 0 0 22 27 2 0 0 0 0 22 36 1 0 0 0 0 23 30 1 0 0 0 0 23 31 2 0 0 0 0 24 26 1 0 0 0 0 24 32 2 0 0 0 0 24 33 1 0 0 0 0 26 16 1 1 0 0 0 26 30 1 0 0 0 0 28 29 1 0 0 0 0 33 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009298
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	512.21
ALogP	0.626
MLogP	3.22
XLogP	3.289
HDA	8
HBD	1
Rotatable Bonds	16
TPSA	135.02
RO5 Violation	0