NPASS drugs

Drug Information

Drug ID:	NPD5643
Drug Name:	Bms-911543
Molecular Formula:	C23H28N8O
Canonical SMILES:	CCn1c(cc2c1nc(N=c1[nH]n(c(c1)C)C)c1c2n(C)cn1)C(=O)N(C1CC1)C1CC1
Standard InCHI:	InChI=1S/C23H28N8O/c1-5-30-17(23(32)31(14-6-7-14)15-8-9-15)11-16-20-19(24-12-28(20)3)21(26-22(16)30)25-18-10-13(2)29(4)27-18/h10-12,14-15H,5-9H2,1-4H3,(H,25,26,27)
Standard InCHIKey:	JCINBYQJBYJGDM-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5643

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	710
0.1-0.2	10507
0.2-0.3	14174
0.3-0.4	2281
0.4-0.5	1739
0.5-0.6	1230
0.6-0.7	237
0.7-0.8	12
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	0.7534	NPC267811
Intermediate Similarity	0.7488	NPC116555
Intermediate Similarity	0.7255	NPC40530
Intermediate Similarity	0.7255	NPC314281
Intermediate Similarity	0.7143	NPC317701
Intermediate Similarity	0.7112	NPC935
Intermediate Similarity	0.7112	NPC267078
Intermediate Similarity	0.7101	NPC270834
Intermediate Similarity	0.7082	NPC474357
Intermediate Similarity	0.7069	NPC470323
Intermediate Similarity	0.7059	NPC317054
Intermediate Similarity	0.7	NPC476527
Remote Similarity	0.6948	NPC210123
Remote Similarity	0.6923	NPC16659
Remote Similarity	0.6904	NPC472260
Remote Similarity	0.688	NPC69843
Remote Similarity	0.6875	NPC265710
Remote Similarity	0.6866	NPC174281
Remote Similarity	0.6866	NPC475286
Remote Similarity	0.6822	NPC324091
Remote Similarity	0.6804	NPC19696
Remote Similarity	0.6804	NPC136957
Remote Similarity	0.6798	NPC177996
Remote Similarity	0.6798	NPC147983
Remote Similarity	0.6792	NPC133003
Remote Similarity	0.6784	NPC282247
Remote Similarity	0.6761	NPC141612
Remote Similarity	0.6761	NPC17273
Remote Similarity	0.6761	NPC135601
Remote Similarity	0.6746	NPC473380
Remote Similarity	0.6746	NPC240088
Remote Similarity	0.6745	NPC21429
Remote Similarity	0.6743	NPC476526
Remote Similarity	0.6743	NPC48117
Remote Similarity	0.6743	NPC329765
Remote Similarity	0.6738	NPC476817
Remote Similarity	0.6728	NPC326422
Remote Similarity	0.6699	NPC136441
Remote Similarity	0.6683	NPC161861
Remote Similarity	0.6651	NPC191415
Remote Similarity	0.6651	NPC19342
Remote Similarity	0.6637	NPC71238
Remote Similarity	0.6636	NPC476460
Remote Similarity	0.6636	NPC99939
Remote Similarity	0.6636	NPC308931
Remote Similarity	0.6635	NPC226835
Remote Similarity	0.662	NPC470205
Remote Similarity	0.6619	NPC151635
Remote Similarity	0.6594	NPC473218
Remote Similarity	0.6594	NPC470702
Remote Similarity	0.6589	NPC477003
Remote Similarity	0.6571	NPC469529
Remote Similarity	0.657	NPC56233
Remote Similarity	0.6565	NPC470703
Remote Similarity	0.6558	NPC476341
Remote Similarity	0.6555	NPC28096
Remote Similarity	0.6555	NPC227489
Remote Similarity	0.6555	NPC476421
Remote Similarity	0.6553	NPC478182
Remote Similarity	0.655	NPC54981
Remote Similarity	0.6548	NPC63109
Remote Similarity	0.6542	NPC102755
Remote Similarity	0.6532	NPC474389
Remote Similarity	0.6528	NPC111566
Remote Similarity	0.6528	NPC63571
Remote Similarity	0.6524	NPC252572
Remote Similarity	0.6516	NPC79356
Remote Similarity	0.6516	NPC102592
Remote Similarity	0.6498	NPC310633
Remote Similarity	0.6491	NPC476525
Remote Similarity	0.6476	NPC54214
Remote Similarity	0.6473	NPC478184
Remote Similarity	0.6457	NPC74619
Remote Similarity	0.645	NPC471194
Remote Similarity	0.645	NPC153980
Remote Similarity	0.645	NPC6865
Remote Similarity	0.645	NPC471193
Remote Similarity	0.6432	NPC473376
Remote Similarity	0.6425	NPC304203
Remote Similarity	0.6422	NPC120070
Remote Similarity	0.6419	NPC476524
Remote Similarity	0.6417	NPC156003
Remote Similarity	0.641	NPC238945
Remote Similarity	0.6408	NPC293487
Remote Similarity	0.6407	NPC72956
Remote Similarity	0.6397	NPC295452
Remote Similarity	0.6397	NPC171393
Remote Similarity	0.6394	NPC476418
Remote Similarity	0.6376	NPC243850
Remote Similarity	0.6368	NPC470731
Remote Similarity	0.6368	NPC470732
Remote Similarity	0.6368	NPC128244
Remote Similarity	0.6355	NPC284775
Remote Similarity	0.6351	NPC474180
Remote Similarity	0.6351	NPC188821
Remote Similarity	0.6345	NPC312942
Remote Similarity	0.6345	NPC327095
Remote Similarity	0.6341	NPC476219
Remote Similarity	0.6341	NPC476297
Remote Similarity	0.6339	NPC167710
Remote Similarity	0.6339	NPC134657
Remote Similarity	0.6333	NPC478183
Remote Similarity	0.6318	NPC40455
Remote Similarity	0.6318	NPC473666
Remote Similarity	0.6314	NPC469717
Remote Similarity	0.63	NPC469308
Remote Similarity	0.6298	NPC471192
Remote Similarity	0.6296	NPC91179
Remote Similarity	0.6293	NPC472833
Remote Similarity	0.6292	NPC19170
Remote Similarity	0.6283	NPC237414
Remote Similarity	0.6275	NPC473878
Remote Similarity	0.6274	NPC471943
Remote Similarity	0.6273	NPC17059
Remote Similarity	0.6272	NPC472063
Remote Similarity	0.6272	NPC57398
Remote Similarity	0.6272	NPC472062
Remote Similarity	0.6272	NPC472069
Remote Similarity	0.6268	NPC478185
Remote Similarity	0.6268	NPC470203
Remote Similarity	0.6268	NPC194881
Remote Similarity	0.6267	NPC106824
Remote Similarity	0.6262	NPC97106
Remote Similarity	0.6261	NPC272174
Remote Similarity	0.6261	NPC472064
Remote Similarity	0.6256	NPC100726
Remote Similarity	0.6256	NPC114637
Remote Similarity	0.625	NPC11126
Remote Similarity	0.6239	NPC171317
Remote Similarity	0.6234	NPC474896
Remote Similarity	0.6233	NPC216550
Remote Similarity	0.6227	NPC112489
Remote Similarity	0.6226	NPC77101
Remote Similarity	0.6221	NPC73994
Remote Similarity	0.6221	NPC88110
Remote Similarity	0.622	NPC470204
Remote Similarity	0.6214	NPC297862
Remote Similarity	0.6213	NPC54744
Remote Similarity	0.6212	NPC65408
Remote Similarity	0.6211	NPC268744
Remote Similarity	0.6211	NPC201266
Remote Similarity	0.6211	NPC475914
Remote Similarity	0.6211	NPC220797
Remote Similarity	0.6211	NPC477004
Remote Similarity	0.6211	NPC474318
Remote Similarity	0.6211	NPC153123
Remote Similarity	0.6211	NPC284338
Remote Similarity	0.6211	NPC81535
Remote Similarity	0.621	NPC228835
Remote Similarity	0.621	NPC469814
Remote Similarity	0.6208	NPC31097
Remote Similarity	0.6207	NPC478186
Remote Similarity	0.6204	NPC157583
Remote Similarity	0.6204	NPC83774
Remote Similarity	0.6202	NPC472832
Remote Similarity	0.6202	NPC18308
Remote Similarity	0.6201	NPC469716
Remote Similarity	0.6197	NPC32534
Remote Similarity	0.6197	NPC91895
Remote Similarity	0.6193	NPC184932
Remote Similarity	0.6193	NPC472861
Remote Similarity	0.619	NPC471191
Remote Similarity	0.619	NPC477418
Remote Similarity	0.619	NPC477420
Remote Similarity	0.6186	NPC50511
Remote Similarity	0.6184	NPC77241
Remote Similarity	0.6184	NPC269203
Remote Similarity	0.6184	NPC13456
Remote Similarity	0.6184	NPC166209
Remote Similarity	0.6176	NPC114209
Remote Similarity	0.6173	NPC107160
Remote Similarity	0.6172	NPC300238
Remote Similarity	0.6171	NPC103119
Remote Similarity	0.6164	NPC54420
Remote Similarity	0.6161	NPC272458
Remote Similarity	0.6161	NPC317105
Remote Similarity	0.6161	NPC206148
Remote Similarity	0.6161	NPC471386
Remote Similarity	0.6161	NPC21174
Remote Similarity	0.6161	NPC271797
Remote Similarity	0.616	NPC322064
Remote Similarity	0.6157	NPC9635
Remote Similarity	0.6154	NPC46022
Remote Similarity	0.6154	NPC158055
Remote Similarity	0.6154	NPC94752
Remote Similarity	0.6147	NPC88115
Remote Similarity	0.6147	NPC61011
Remote Similarity	0.6141	NPC253987
Remote Similarity	0.6132	NPC233380
Remote Similarity	0.6129	NPC237188
Remote Similarity	0.6128	NPC320968
Remote Similarity	0.6122	NPC116622
Remote Similarity	0.6121	NPC472065
Remote Similarity	0.6118	NPC477979
Remote Similarity	0.6116	NPC229893
Remote Similarity	0.6114	NPC121327
Remote Similarity	0.6111	NPC37268
Remote Similarity	0.6111	NPC471579
Remote Similarity	0.6111	NPC472070
Remote Similarity	0.6111	NPC162860

Drug Structure

NPD5643 OpenBabel08211708292D 33 38 0 0 0 0 0 0 0 0999 V2000 7.2850 1.8044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 -1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6420 -2.8849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3069 1.5965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5856 -2.8956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7196 -2.3956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9516 -0.5296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9516 -1.5296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9978 -0.9726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9783 -2.2463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5856 -1.8956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0856 -1.0296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5856 -0.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5856 -0.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5716 -1.3327 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9728 -2.1417 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 5.9978 0.6454 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.0856 -1.0296 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.0856 0.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 1.7213 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 13 1 0 0 0 0 3 28 1 0 0 0 0 4 29 1 0 0 0 0 5 30 1 0 0 0 0 6 7 1 0 0 0 0 6 14 1 0 0 0 0 7 14 1 0 0 0 0 8 9 1 0 0 0 0 8 15 1 0 0 0 0 9 15 1 0 0 0 0 10 13 2 0 0 0 0 10 18 1 0 0 0 0 11 16 1 0 0 0 0 11 17 2 0 0 0 0 12 24 2 0 0 0 0 12 28 1 0 0 0 0 13 29 1 0 0 0 0 14 31 1 0 0 0 0 15 31 1 0 0 0 0 16 20 1 0 0 0 0 16 22 2 0 0 0 0 17 23 1 0 0 0 0 17 30 1 0 0 0 0 18 25 2 3 0 0 0 18 27 1 0 0 0 0 19 20 2 0 0 0 0 19 21 1 0 0 0 0 19 24 1 0 0 0 0 20 28 1 0 0 0 0 21 25 1 0 0 0 0 21 26 2 0 0 0 0 22 26 1 0 0 0 0 22 30 1 0 0 0 0 23 31 1 0 0 0 0 23 32 2 0 0 0 0 27 29 1 0 0 0 0 27 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003507
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	50922691
ChEBI
CAS Number

Drug Properties

Molecular Weight	432.24
ALogP	-1.4135
MLogP	3
XLogP	1.932
HDA	9
HBD	1
Rotatable Bonds	10
TPSA	83.58
RO5 Violation	0