NPASS drugs

Drug Information

Drug ID:	NPD5831
Drug Name:	BMS-180560
Molecular Formula:	C24H22ClN7O2
Canonical SMILES:	CCCCc1nc(c(n1Cc1cccc2c1ccn2c1ccccc1c1n[nH]nn1)C(=O)O)Cl
Standard InCHI:	InChI=1S/C24H22ClN7O2/c1-2-3-11-20-26-22(25)21(24(33)34)32(20)14-15-7-6-10-18-16(15)12-13-31(18)19-9-5-4-8-17(19)23-27-29-30-28-23/h4-10,12-13H,2-3,11,14H2,1H3,(H,33,34)(H,27,28,29,30)
Standard InCHIKey:	AIGVXGCHRIOQNR-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5831

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	584
0.1-0.2	8161
0.2-0.3	16233
0.3-0.4	2626
0.4-0.5	1724
0.5-0.6	1421
0.6-0.7	140
0.7-0.8	1
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	0.7382	NPC267811
Remote Similarity	0.6992	NPC267078
Remote Similarity	0.6992	NPC935
Remote Similarity	0.6977	NPC63109
Remote Similarity	0.6966	NPC116555
Remote Similarity	0.6964	NPC474357
Remote Similarity	0.6951	NPC470323
Remote Similarity	0.6849	NPC317054
Remote Similarity	0.6774	NPC69843
Remote Similarity	0.6756	NPC74619
Remote Similarity	0.668	NPC282247
Remote Similarity	0.6652	NPC474916
Remote Similarity	0.6642	NPC77101
Remote Similarity	0.664	NPC116622
Remote Similarity	0.6598	NPC54981
Remote Similarity	0.6576	NPC171393
Remote Similarity	0.6576	NPC295452
Remote Similarity	0.6557	NPC62995
Remote Similarity	0.6547	NPC469938
Remote Similarity	0.6506	NPC229893
Remote Similarity	0.6506	NPC130570
Remote Similarity	0.6494	NPC107160
Remote Similarity	0.6473	NPC71238
Remote Similarity	0.6471	NPC57398
Remote Similarity	0.6461	NPC82370
Remote Similarity	0.6432	NPC16659
Remote Similarity	0.6417	NPC315062
Remote Similarity	0.6391	NPC476341
Remote Similarity	0.6388	NPC265710
Remote Similarity	0.6375	NPC317701
Remote Similarity	0.6342	NPC316411
Remote Similarity	0.6342	NPC158055
Remote Similarity	0.634	NPC326422
Remote Similarity	0.6339	NPC156003
Remote Similarity	0.632	NPC150447
Remote Similarity	0.6301	NPC471603
Remote Similarity	0.6299	NPC192712
Remote Similarity	0.629	NPC147983
Remote Similarity	0.629	NPC177996
Remote Similarity	0.629	NPC470731
Remote Similarity	0.629	NPC470732
Remote Similarity	0.6289	NPC267853
Remote Similarity	0.6281	NPC473376
Remote Similarity	0.6281	NPC472259
Remote Similarity	0.6272	NPC240088
Remote Similarity	0.6272	NPC473380
Remote Similarity	0.627	NPC312942
Remote Similarity	0.627	NPC266249
Remote Similarity	0.627	NPC327095
Remote Similarity	0.6265	NPC244897
Remote Similarity	0.6254	NPC477633
Remote Similarity	0.625	NPC49217
Remote Similarity	0.6245	NPC40455
Remote Similarity	0.6239	NPC321708
Remote Similarity	0.6239	NPC472289
Remote Similarity	0.6235	NPC471193
Remote Similarity	0.6235	NPC471194
Remote Similarity	0.6235	NPC153980
Remote Similarity	0.6235	NPC6865
Remote Similarity	0.6225	NPC36405
Remote Similarity	0.622	NPC19170
Remote Similarity	0.622	NPC123839
Remote Similarity	0.6217	NPC24864
Remote Similarity	0.6206	NPC253987
Remote Similarity	0.6203	NPC304203
Remote Similarity	0.6198	NPC39092
Remote Similarity	0.6194	NPC72956
Remote Similarity	0.619	NPC191415
Remote Similarity	0.6184	NPC471579
Remote Similarity	0.6181	NPC476817
Remote Similarity	0.6171	NPC135141
Remote Similarity	0.6171	NPC92796
Remote Similarity	0.6169	NPC470702
Remote Similarity	0.6169	NPC473218
Remote Similarity	0.6163	NPC21461
Remote Similarity	0.6161	NPC317105
Remote Similarity	0.6161	NPC478184
Remote Similarity	0.6161	NPC478182
Remote Similarity	0.616	NPC471192
Remote Similarity	0.616	NPC316018
Remote Similarity	0.616	NPC314058
Remote Similarity	0.6157	NPC469308
Remote Similarity	0.6154	NPC94752
Remote Similarity	0.6148	NPC297862
Remote Similarity	0.6147	NPC314919
Remote Similarity	0.6147	NPC314281
Remote Similarity	0.6147	NPC40530
Remote Similarity	0.6145	NPC470703
Remote Similarity	0.6141	NPC293917
Remote Similarity	0.6135	NPC238945
Remote Similarity	0.6133	NPC132631
Remote Similarity	0.6133	NPC103687
Remote Similarity	0.6116	NPC470203
Remote Similarity	0.6107	NPC104712
Remote Similarity	0.61	NPC212213
Remote Similarity	0.61	NPC171317
Remote Similarity	0.6099	NPC477591
Remote Similarity	0.6094	NPC102755
Remote Similarity	0.6092	NPC315617
Remote Similarity	0.6092	NPC316359
Remote Similarity	0.6087	NPC250178
Remote Similarity	0.6084	NPC30540
Remote Similarity	0.6083	NPC128244
Remote Similarity	0.608	NPC54744
Remote Similarity	0.6078	NPC155444
Remote Similarity	0.6071	NPC470204
Remote Similarity	0.6066	NPC193761
Remote Similarity	0.6064	NPC242923
Remote Similarity	0.6063	NPC272174
Remote Similarity	0.6061	NPC284775
Remote Similarity	0.6052	NPC47596
Remote Similarity	0.605	NPC210123
Remote Similarity	0.605	NPC476460
Remote Similarity	0.6046	NPC28945
Remote Similarity	0.6046	NPC15801
Remote Similarity	0.6043	NPC15102
Remote Similarity	0.604	NPC75634
Remote Similarity	0.6039	NPC474896
Remote Similarity	0.6034	NPC213629
Remote Similarity	0.6032	NPC54420
Remote Similarity	0.6032	NPC243850
Remote Similarity	0.6027	NPC293487
Remote Similarity	0.6026	NPC471609
Remote Similarity	0.6026	NPC48938
Remote Similarity	0.6026	NPC270834
Remote Similarity	0.6023	NPC178664
Remote Similarity	0.6023	NPC56109
Remote Similarity	0.6023	NPC191382
Remote Similarity	0.6017	NPC280852
Remote Similarity	0.6016	NPC31097
Remote Similarity	0.6015	NPC328924
Remote Similarity	0.6015	NPC89987
Remote Similarity	0.6008	NPC81535
Remote Similarity	0.6008	NPC27041
Remote Similarity	0.6	NPC472031
Remote Similarity	0.6	NPC477176
Remote Similarity	0.6	NPC470729
Remote Similarity	0.6	NPC472066
Remote Similarity	0.6	NPC472067
Remote Similarity	0.6	NPC477175
Remote Similarity	0.6	NPC470730
Remote Similarity	0.5992	NPC17059
Remote Similarity	0.5992	NPC141053
Remote Similarity	0.5992	NPC220852
Remote Similarity	0.5991	NPC59269
Remote Similarity	0.5991	NPC68354
Remote Similarity	0.5985	NPC285343
Remote Similarity	0.5985	NPC323244
Remote Similarity	0.5985	NPC476491
Remote Similarity	0.5984	NPC478158
Remote Similarity	0.5984	NPC162860
Remote Similarity	0.5983	NPC194411
Remote Similarity	0.5982	NPC216643
Remote Similarity	0.5977	NPC474877
Remote Similarity	0.5977	NPC475969
Remote Similarity	0.5977	NPC477177
Remote Similarity	0.5977	NPC475859
Remote Similarity	0.5973	NPC225018
Remote Similarity	0.597	NPC94428
Remote Similarity	0.597	NPC263937
Remote Similarity	0.597	NPC182222
Remote Similarity	0.5967	NPC239954
Remote Similarity	0.5966	NPC215795
Remote Similarity	0.5966	NPC176199
Remote Similarity	0.5966	NPC11126
Remote Similarity	0.5966	NPC12649
Remote Similarity	0.5965	NPC478183
Remote Similarity	0.5964	NPC476219
Remote Similarity	0.5964	NPC476297
Remote Similarity	0.5959	NPC471944
Remote Similarity	0.5956	NPC300238
Remote Similarity	0.5955	NPC470111
Remote Similarity	0.5954	NPC165743
Remote Similarity	0.5954	NPC207686
Remote Similarity	0.5949	NPC62749
Remote Similarity	0.5948	NPC477420
Remote Similarity	0.5948	NPC178858
Remote Similarity	0.5948	NPC477418
Remote Similarity	0.5945	NPC472285
Remote Similarity	0.594	NPC477861
Remote Similarity	0.5936	NPC320968
Remote Similarity	0.5934	NPC474180
Remote Similarity	0.5934	NPC198673
Remote Similarity	0.5934	NPC188821
Remote Similarity	0.5932	NPC63279
Remote Similarity	0.5932	NPC228835
Remote Similarity	0.593	NPC64216
Remote Similarity	0.5929	NPC478157
Remote Similarity	0.5926	NPC167710
Remote Similarity	0.5924	NPC254762
Remote Similarity	0.5923	NPC157583
Remote Similarity	0.5922	NPC473310
Remote Similarity	0.5922	NPC477714
Remote Similarity	0.5916	NPC160666
Remote Similarity	0.5915	NPC477891
Remote Similarity	0.5913	NPC118940
Remote Similarity	0.5913	NPC91895
Remote Similarity	0.5913	NPC32534
Remote Similarity	0.5909	NPC297642
Remote Similarity	0.5907	NPC99939

Drug Structure

NPD5831 OpenBabel08211708292D 36 40 0 0 0 0 0 0 0 0999 V2000 4.5796 -8.0625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3717 -7.0844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1148 -6.4153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5962 -3.7281 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9271 -4.4712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9474 -5.2735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8135 -4.7735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 -2.7770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0511 -4.2633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0814 -4.7735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9069 -5.4371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7395 -2.2953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7450 -2.1908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6795 -3.2735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8135 -3.7735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9474 -3.2735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0814 -3.7735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3601 -3.3122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6500 -4.7680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4591 -3.3667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1282 -4.1099 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6670 -2.3886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1227 -4.0053 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.6282 -4.9759 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 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 1.3383 -3.1043 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5455 -3.7735 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.9238 -1.7194 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6180 -2.0796 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7601 0.2788 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3612 -2.7487 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 11 1 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 7 2 0 0 0 0 6 10 1 0 0 0 0 7 15 1 0 0 0 0 8 17 2 0 0 0 0 9 19 2 0 0 0 0 10 18 2 0 0 0 0 11 20 1 0 0 0 0 12 13 2 0 0 0 0 12 16 1 0 0 0 0 13 31 1 0 0 0 0 14 15 1 0 0 0 0 14 32 1 0 0 0 0 15 16 2 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 17 23 1 0 0 0 0 18 31 1 0 0 0 0 19 31 1 0 0 0 0 20 26 2 0 0 0 0 20 32 1 0 0 0 0 21 22 2 0 0 0 0 21 24 1 0 0 0 0 21 32 1 0 0 0 0 22 25 1 0 0 0 0 22 26 1 0 0 0 0 23 27 2 0 0 0 0 23 28 1 0 0 0 0 24 33 2 0 0 0 0 24 34 1 0 0 0 0 27 29 1 0 0 0 0 28 30 2 0 0 0 0 29 30 1 0 0 0 0 29 35 1 0 0 0 0 34 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004177
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	475.15
ALogP	-0.9012
MLogP	3
XLogP	6.506
HDA	9
HBD	2
Rotatable Bonds	11
TPSA	113.99
RO5 Violation	1