NPASS drugs

Drug Information

Drug ID:	NPD4916
Drug Name:	BMS-191095
Molecular Formula:	C22H21ClN4O2
Canonical SMILES:	N#Cc1ccc2c(c1)[C@H](N(c1ccc(cc1)Cl)Cc1ncc[nH]1)[C@H](C(O2)(C)C)O
Standard InCHI:	InChI=1S/C22H21ClN4O2/c1-22(2)21(28)20(17-11-14(12-24)3-8-18(17)29-22)27(13-19-25-9-10-26-19)16-6-4-15(23)5-7-16/h3-11,20-21,28H,13H2,1-2H3,(H,25,26)/t20-,21+/m0/s1
Standard InCHIKey:	SMIKIPXIDLITMP-LEWJYISDSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4916

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	438
0.1-0.2	2595
0.2-0.3	10177
0.3-0.4	6174
0.4-0.5	9093
0.5-0.6	2186
0.6-0.7	224
0.7-0.8	3
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	0.748	NPC471614
Intermediate Similarity	0.7336	NPC160666
Intermediate Similarity	0.7059	NPC242923
Remote Similarity	0.6996	NPC308906
Remote Similarity	0.6914	NPC477805
Remote Similarity	0.6914	NPC477806
Remote Similarity	0.6914	NPC477795
Remote Similarity	0.6914	NPC477796
Remote Similarity	0.6888	NPC471603
Remote Similarity	0.6885	NPC56271
Remote Similarity	0.6875	NPC113369
Remote Similarity	0.6867	NPC187145
Remote Similarity	0.6857	NPC250178
Remote Similarity	0.6736	NPC11464
Remote Similarity	0.6735	NPC170114
Remote Similarity	0.6733	NPC110151
Remote Similarity	0.6694	NPC470549
Remote Similarity	0.6667	NPC470500
Remote Similarity	0.6667	NPC150447
Remote Similarity	0.66	NPC310118
Remote Similarity	0.6599	NPC288349
Remote Similarity	0.6586	NPC193267
Remote Similarity	0.6586	NPC213530
Remote Similarity	0.6585	NPC471080
Remote Similarity	0.6585	NPC469592
Remote Similarity	0.657	NPC476106
Remote Similarity	0.6568	NPC280638
Remote Similarity	0.6565	NPC228206
Remote Similarity	0.6562	NPC328924
Remote Similarity	0.6546	NPC469594
Remote Similarity	0.6542	NPC232727
Remote Similarity	0.6535	NPC323244
Remote Similarity	0.6534	NPC17305
Remote Similarity	0.6531	NPC167860
Remote Similarity	0.6531	NPC123976
Remote Similarity	0.6518	NPC266931
Remote Similarity	0.6517	NPC314882
Remote Similarity	0.65	NPC19872
Remote Similarity	0.6489	NPC171393
Remote Similarity	0.6489	NPC295452
Remote Similarity	0.6486	NPC295228
Remote Similarity	0.6484	NPC115595
Remote Similarity	0.6482	NPC130570
Remote Similarity	0.648	NPC197141
Remote Similarity	0.6463	NPC5145
Remote Similarity	0.6457	NPC125597
Remote Similarity	0.644	NPC12100
Remote Similarity	0.6414	NPC324149
Remote Similarity	0.6404	NPC472031
Remote Similarity	0.6404	NPC472067
Remote Similarity	0.6404	NPC472066
Remote Similarity	0.6403	NPC473317
Remote Similarity	0.6402	NPC13880
Remote Similarity	0.64	NPC315467
Remote Similarity	0.6393	NPC285558
Remote Similarity	0.6382	NPC476465
Remote Similarity	0.6381	NPC237978
Remote Similarity	0.6381	NPC314954
Remote Similarity	0.6379	NPC291535
Remote Similarity	0.6379	NPC475085
Remote Similarity	0.6379	NPC475112
Remote Similarity	0.6377	NPC478010
Remote Similarity	0.6377	NPC478009
Remote Similarity	0.6374	NPC30540
Remote Similarity	0.6371	NPC469554
Remote Similarity	0.6364	NPC176538
Remote Similarity	0.636	NPC478006
Remote Similarity	0.6352	NPC476138
Remote Similarity	0.6352	NPC245816
Remote Similarity	0.6351	NPC477633
Remote Similarity	0.6349	NPC72211
Remote Similarity	0.6345	NPC26679
Remote Similarity	0.6339	NPC60621
Remote Similarity	0.6333	NPC251090
Remote Similarity	0.6328	NPC35761
Remote Similarity	0.6326	NPC99891
Remote Similarity	0.632	NPC476287
Remote Similarity	0.6318	NPC307963
Remote Similarity	0.6316	NPC475910
Remote Similarity	0.6316	NPC284141
Remote Similarity	0.6314	NPC46970
Remote Similarity	0.6304	NPC24370
Remote Similarity	0.6304	NPC319232
Remote Similarity	0.6302	NPC39092
Remote Similarity	0.629	NPC469589
Remote Similarity	0.6286	NPC223427
Remote Similarity	0.6284	NPC180504
Remote Similarity	0.6284	NPC323198
Remote Similarity	0.6284	NPC323752
Remote Similarity	0.628	NPC316981
Remote Similarity	0.627	NPC8022
Remote Similarity	0.627	NPC470799
Remote Similarity	0.6269	NPC472068
Remote Similarity	0.6266	NPC70259
Remote Similarity	0.6264	NPC63109
Remote Similarity	0.6264	NPC217554
Remote Similarity	0.6263	NPC478012
Remote Similarity	0.6263	NPC478011
Remote Similarity	0.626	NPC475070
Remote Similarity	0.626	NPC136924
Remote Similarity	0.6255	NPC18487
Remote Similarity	0.6255	NPC472434
Remote Similarity	0.625	NPC470501
Remote Similarity	0.625	NPC11408
Remote Similarity	0.6245	NPC314056
Remote Similarity	0.6245	NPC101543
Remote Similarity	0.6241	NPC314176
Remote Similarity	0.624	NPC243834
Remote Similarity	0.624	NPC70956
Remote Similarity	0.624	NPC54981
Remote Similarity	0.6234	NPC92111
Remote Similarity	0.623	NPC121772
Remote Similarity	0.623	NPC25897
Remote Similarity	0.6226	NPC477861
Remote Similarity	0.6225	NPC185782
Remote Similarity	0.6224	NPC43787
Remote Similarity	0.6224	NPC205934
Remote Similarity	0.622	NPC162484
Remote Similarity	0.622	NPC467439
Remote Similarity	0.6212	NPC116701
Remote Similarity	0.6211	NPC470502
Remote Similarity	0.6195	NPC9482
Remote Similarity	0.6192	NPC76748
Remote Similarity	0.6187	NPC280272
Remote Similarity	0.6186	NPC284678
Remote Similarity	0.6184	NPC477634
Remote Similarity	0.6183	NPC84853
Remote Similarity	0.6181	NPC238945
Remote Similarity	0.6179	NPC478013
Remote Similarity	0.6175	NPC208284
Remote Similarity	0.6173	NPC267928
Remote Similarity	0.6172	NPC132642
Remote Similarity	0.6172	NPC477533
Remote Similarity	0.6163	NPC329747
Remote Similarity	0.6163	NPC470503
Remote Similarity	0.6157	NPC316756
Remote Similarity	0.6154	NPC473185
Remote Similarity	0.6154	NPC107160
Remote Similarity	0.6151	NPC112206
Remote Similarity	0.6151	NPC48353
Remote Similarity	0.6151	NPC473183
Remote Similarity	0.6151	NPC202605
Remote Similarity	0.6151	NPC296527
Remote Similarity	0.6148	NPC477532
Remote Similarity	0.6145	NPC475253
Remote Similarity	0.6145	NPC258048
Remote Similarity	0.6144	NPC48938
Remote Similarity	0.6141	NPC99666
Remote Similarity	0.6141	NPC79213
Remote Similarity	0.6138	NPC476044
Remote Similarity	0.6138	NPC267423
Remote Similarity	0.6136	NPC223223
Remote Similarity	0.6136	NPC473184
Remote Similarity	0.6132	NPC242209
Remote Similarity	0.6131	NPC472435
Remote Similarity	0.6129	NPC165349
Remote Similarity	0.6129	NPC329708
Remote Similarity	0.6129	NPC264166
Remote Similarity	0.6129	NPC274291
Remote Similarity	0.6129	NPC118832
Remote Similarity	0.6129	NPC47059
Remote Similarity	0.6128	NPC101350
Remote Similarity	0.6128	NPC470785
Remote Similarity	0.6128	NPC470784
Remote Similarity	0.6122	NPC187558
Remote Similarity	0.612	NPC71238
Remote Similarity	0.6115	NPC227908
Remote Similarity	0.6102	NPC219963
Remote Similarity	0.6102	NPC161887
Remote Similarity	0.61	NPC122436
Remote Similarity	0.6096	NPC209769
Remote Similarity	0.6096	NPC174758
Remote Similarity	0.609	NPC235685
Remote Similarity	0.609	NPC184680
Remote Similarity	0.6089	NPC471891
Remote Similarity	0.6084	NPC21461
Remote Similarity	0.6084	NPC260434
Remote Similarity	0.6082	NPC81175
Remote Similarity	0.607	NPC168209
Remote Similarity	0.6066	NPC473053
Remote Similarity	0.6065	NPC472436
Remote Similarity	0.6065	NPC74619
Remote Similarity	0.6064	NPC36229
Remote Similarity	0.6064	NPC16452
Remote Similarity	0.6064	NPC470930
Remote Similarity	0.6064	NPC476581
Remote Similarity	0.6063	NPC478074
Remote Similarity	0.6057	NPC128823
Remote Similarity	0.6057	NPC476167
Remote Similarity	0.6056	NPC287208
Remote Similarity	0.6055	NPC476041
Remote Similarity	0.6055	NPC304926
Remote Similarity	0.6054	NPC2497
Remote Similarity	0.6046	NPC326363
Remote Similarity	0.6044	NPC51854
Remote Similarity	0.604	NPC472111
Remote Similarity	0.6038	NPC96584
Remote Similarity	0.6038	NPC255800
Remote Similarity	0.6032	NPC315957
Remote Similarity	0.6032	NPC201697

Drug Structure

NPD4916 OpenBabel08211706322D 31 34 0 0 1 0 0 0 0 0999 V2000 -1.3660 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 2.5933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 3.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8255 4.6637 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 8 2 0 0 0 0 3 14 1 0 0 0 0 4 6 1 0 0 0 0 4 15 2 0 0 0 0 5 7 2 0 0 0 0 5 15 1 0 0 0 0 6 16 2 0 0 0 0 7 16 1 0 0 0 0 8 18 1 0 0 0 0 9 10 2 0 0 0 0 9 25 1 0 0 0 0 10 26 1 0 0 0 0 11 14 2 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 24 3 0 0 0 0 13 19 1 0 0 0 0 13 27 1 0 0 0 0 15 23 1 0 0 0 0 16 27 1 0 0 0 0 17 18 2 0 0 0 0 17 20 1 0 0 0 0 18 29 1 0 0 0 0 19 25 2 0 0 0 0 19 26 1 0 0 0 0 20 21 1 0 0 0 0 20 27 1 1 0 0 0 21 22 1 0 0 0 0 21 28 1 6 0 0 0 22 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	DIB009592
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	408.14
ALogP	0.2623
MLogP	3.11
XLogP	3.492
HDA	5
HBD	2
Rotatable Bonds	8
TPSA	85.17
RO5 Violation	0