NPASS drugs

Drug Information

Drug ID:	NPD4432
Drug Name:	BMS-182657
Molecular Formula:	C21H22N2O4S
Canonical SMILES:	OC(=O)CN1C(=O)[C@H](CCc2c1cccc2)N=C([C@H](Cc1ccccc1)S)O
Standard InCHI:	InChI=1S/C21H22N2O4S/c24-19(25)13-23-17-9-5-4-8-15(17)10-11-16(21(23)27)22-20(26)18(28)12-14-6-2-1-3-7-14/h1-9,16,18,28H,10-13H2,(H,22,26)(H,24,25)/t16-,18-/m0/s1
Standard InCHIKey:	TYXFDFMUHPWCDX-WMZOPIPTSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4432

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	136
0.1-0.2	1158
0.2-0.3	7150
0.3-0.4	14659
0.4-0.5	5025
0.5-0.6	2070
0.6-0.7	664
0.7-0.8	28
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	0.7628	NPC254798
Intermediate Similarity	0.7607	NPC189116
Intermediate Similarity	0.7394	NPC470545
Intermediate Similarity	0.7386	NPC287358
Intermediate Similarity	0.7362	NPC104345
Intermediate Similarity	0.7343	NPC470546
Intermediate Similarity	0.7324	NPC470544
Intermediate Similarity	0.7244	NPC468984
Intermediate Similarity	0.7244	NPC470301
Intermediate Similarity	0.7233	NPC105717
Intermediate Similarity	0.72	NPC473322
Intermediate Similarity	0.7192	NPC71684
Intermediate Similarity	0.7188	NPC13470
Intermediate Similarity	0.7176	NPC355
Intermediate Similarity	0.7169	NPC68650
Intermediate Similarity	0.7161	NPC132636
Intermediate Similarity	0.7161	NPC122553
Intermediate Similarity	0.7126	NPC289776
Intermediate Similarity	0.7126	NPC191863
Intermediate Similarity	0.7126	NPC133470
Intermediate Similarity	0.7113	NPC35850
Intermediate Similarity	0.7113	NPC276949
Intermediate Similarity	0.7093	NPC469938
Intermediate Similarity	0.7086	NPC111428
Intermediate Similarity	0.7063	NPC33742
Intermediate Similarity	0.7055	NPC286551
Intermediate Similarity	0.7025	NPC161069
Intermediate Similarity	0.7	NPC101719
Remote Similarity	0.6993	NPC255447
Remote Similarity	0.6986	NPC220698
Remote Similarity	0.697	NPC469903
Remote Similarity	0.6966	NPC285926
Remote Similarity	0.6966	NPC14672
Remote Similarity	0.6966	NPC315276
Remote Similarity	0.6941	NPC471130
Remote Similarity	0.6937	NPC209509
Remote Similarity	0.6933	NPC222466
Remote Similarity	0.6928	NPC300315
Remote Similarity	0.6923	NPC88970
Remote Similarity	0.6914	NPC478039
Remote Similarity	0.6905	NPC154478
Remote Similarity	0.6901	NPC319579
Remote Similarity	0.6892	NPC200964
Remote Similarity	0.6886	NPC84317
Remote Similarity	0.6879	NPC127741
Remote Similarity	0.6872	NPC307396
Remote Similarity	0.6868	NPC276430
Remote Similarity	0.6864	NPC474058
Remote Similarity	0.6855	NPC315051
Remote Similarity	0.6852	NPC138775
Remote Similarity	0.6849	NPC239357
Remote Similarity	0.6836	NPC91179
Remote Similarity	0.6833	NPC94752
Remote Similarity	0.6832	NPC322878
Remote Similarity	0.6824	NPC476231
Remote Similarity	0.6818	NPC15573
Remote Similarity	0.6818	NPC217372
Remote Similarity	0.6818	NPC183662
Remote Similarity	0.6818	NPC200589
Remote Similarity	0.6818	NPC14849
Remote Similarity	0.6813	NPC43477
Remote Similarity	0.6805	NPC469902
Remote Similarity	0.6802	NPC472115
Remote Similarity	0.6802	NPC472114
Remote Similarity	0.68	NPC328611
Remote Similarity	0.6797	NPC476950
Remote Similarity	0.6784	NPC328270
Remote Similarity	0.678	NPC182057
Remote Similarity	0.678	NPC219336
Remote Similarity	0.678	NPC147298
Remote Similarity	0.678	NPC131450
Remote Similarity	0.6776	NPC117244
Remote Similarity	0.6776	NPC473763
Remote Similarity	0.6772	NPC325599
Remote Similarity	0.6755	NPC6975
Remote Similarity	0.6752	NPC316104
Remote Similarity	0.6752	NPC162417
Remote Similarity	0.675	NPC269398
Remote Similarity	0.675	NPC263493
Remote Similarity	0.6732	NPC322433
Remote Similarity	0.6732	NPC477937
Remote Similarity	0.6725	NPC471053
Remote Similarity	0.6725	NPC471051
Remote Similarity	0.6725	NPC471052
Remote Similarity	0.6722	NPC228835
Remote Similarity	0.6711	NPC22746
Remote Similarity	0.671	NPC314431
Remote Similarity	0.6709	NPC300299
Remote Similarity	0.6708	NPC139326
Remote Similarity	0.6705	NPC248862
Remote Similarity	0.6687	NPC163392
Remote Similarity	0.6687	NPC239762
Remote Similarity	0.6687	NPC262077
Remote Similarity	0.6684	NPC471199
Remote Similarity	0.6667	NPC143533
Remote Similarity	0.6667	NPC471132
Remote Similarity	0.6667	NPC27904
Remote Similarity	0.6667	NPC68865
Remote Similarity	0.6648	NPC39822
Remote Similarity	0.6648	NPC478077
Remote Similarity	0.6648	NPC11149
Remote Similarity	0.6647	NPC122590
Remote Similarity	0.6646	NPC184437
Remote Similarity	0.6645	NPC175726
Remote Similarity	0.6645	NPC474082
Remote Similarity	0.6627	NPC237649
Remote Similarity	0.6627	NPC300596
Remote Similarity	0.6626	NPC5620
Remote Similarity	0.6626	NPC471680
Remote Similarity	0.6626	NPC478040
Remote Similarity	0.6625	NPC98424
Remote Similarity	0.6625	NPC476133
Remote Similarity	0.6625	NPC89489
Remote Similarity	0.6625	NPC92784
Remote Similarity	0.6625	NPC470884
Remote Similarity	0.6625	NPC178662
Remote Similarity	0.6623	NPC202521
Remote Similarity	0.6614	NPC106118
Remote Similarity	0.6612	NPC17059
Remote Similarity	0.6611	NPC113626
Remote Similarity	0.661	NPC13367
Remote Similarity	0.6609	NPC278887
Remote Similarity	0.6605	NPC471574
Remote Similarity	0.6605	NPC197682
Remote Similarity	0.6603	NPC187231
Remote Similarity	0.6601	NPC317758
Remote Similarity	0.6592	NPC283219
Remote Similarity	0.6592	NPC11126
Remote Similarity	0.6585	NPC314186
Remote Similarity	0.6584	NPC478141
Remote Similarity	0.6584	NPC476259
Remote Similarity	0.6581	NPC319766
Remote Similarity	0.6578	NPC57994
Remote Similarity	0.6578	NPC289299
Remote Similarity	0.6575	NPC474584
Remote Similarity	0.6571	NPC315388
Remote Similarity	0.6571	NPC469904
Remote Similarity	0.657	NPC143457
Remote Similarity	0.6564	NPC476978
Remote Similarity	0.6564	NPC478158
Remote Similarity	0.6562	NPC295548
Remote Similarity	0.6562	NPC471265
Remote Similarity	0.6562	NPC471264
Remote Similarity	0.6561	NPC130309
Remote Similarity	0.6558	NPC474926
Remote Similarity	0.6557	NPC282092
Remote Similarity	0.6556	NPC469896
Remote Similarity	0.6556	NPC476990
Remote Similarity	0.6554	NPC285622
Remote Similarity	0.6554	NPC477976
Remote Similarity	0.655	NPC153694
Remote Similarity	0.655	NPC211525
Remote Similarity	0.6549	NPC476198
Remote Similarity	0.6549	NPC473418
Remote Similarity	0.6548	NPC66936
Remote Similarity	0.6547	NPC12730
Remote Similarity	0.6543	NPC472540
Remote Similarity	0.6543	NPC472539
Remote Similarity	0.6543	NPC207554
Remote Similarity	0.6543	NPC470787
Remote Similarity	0.6543	NPC168113
Remote Similarity	0.6541	NPC471196
Remote Similarity	0.6541	NPC248283
Remote Similarity	0.6541	NPC471195
Remote Similarity	0.6529	NPC473297
Remote Similarity	0.6528	NPC473376
Remote Similarity	0.6525	NPC164859
Remote Similarity	0.6522	NPC472323
Remote Similarity	0.6517	NPC326407
Remote Similarity	0.6517	NPC317725
Remote Similarity	0.6517	NPC318930
Remote Similarity	0.6517	NPC317362
Remote Similarity	0.6516	NPC136453
Remote Similarity	0.6514	NPC182131
Remote Similarity	0.6512	NPC243673
Remote Similarity	0.6512	NPC97380
Remote Similarity	0.6512	NPC148468
Remote Similarity	0.6512	NPC63210
Remote Similarity	0.6512	NPC473003
Remote Similarity	0.6512	NPC263709
Remote Similarity	0.6512	NPC310403
Remote Similarity	0.6512	NPC471122
Remote Similarity	0.6509	NPC473002
Remote Similarity	0.6508	NPC472542
Remote Similarity	0.6508	NPC472541
Remote Similarity	0.6507	NPC329011
Remote Similarity	0.6506	NPC324445
Remote Similarity	0.6503	NPC176226
Remote Similarity	0.6503	NPC316202
Remote Similarity	0.65	NPC475094
Remote Similarity	0.65	NPC126709
Remote Similarity	0.65	NPC248041
Remote Similarity	0.65	NPC248462
Remote Similarity	0.6495	NPC477173
Remote Similarity	0.6495	NPC225400
Remote Similarity	0.6494	NPC138293
Remote Similarity	0.6494	NPC113056
Remote Similarity	0.6489	NPC294693
Remote Similarity	0.6486	NPC213629
Remote Similarity	0.6485	NPC136002

Drug Structure

NPD4432 OpenBabel08211705262D 31 33 0 0 1 0 0 0 0 0999 V2000 -7.4088 -1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9088 -0.2575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9088 -1.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 -1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 -0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9088 -0.2575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9088 -1.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 -2.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 -0.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.2470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 -2.0245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4088 -1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2225 0.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4088 -1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7818 -1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4088 -1.1235 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7818 -0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9088 -0.2575 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.1781 1.2697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9088 -0.2575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 -0.2225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4088 -1.1235 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 1.9111 0.5895 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4006 2.2446 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4088 0.6086 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5984 0.5593 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4088 0.6086 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.3562 2.5394 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9088 1.4746 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9088 1.4746 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 14 2 0 0 0 0 7 14 1 0 0 0 0 8 15 2 0 0 0 0 9 17 2 0 0 0 0 10 11 1 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 12 14 1 0 0 0 0 13 19 1 0 0 0 0 13 23 1 0 0 0 0 15 17 1 0 0 0 0 16 21 1 0 0 0 0 16 22 1 6 0 0 0 17 23 1 0 0 0 0 18 12 1 6 0 0 0 18 20 1 0 0 0 0 18 28 1 0 0 0 0 19 24 2 0 0 0 0 19 25 1 0 0 0 0 20 22 2 3 0 0 0 20 26 1 0 0 0 0 21 23 1 0 0 0 0 21 27 2 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005355
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	398.13
ALogP	-1.1244
MLogP	3
XLogP	5.129
HDA	6
HBD	2
Rotatable Bonds	9
TPSA	129
RO5 Violation	1