NPASS drugs

Drug Information

Drug ID:	NPD4348
Drug Name:
Molecular Formula:	C21H19ClN4O2
Canonical SMILES:	Clc1ccc2c(c1)n(C)c1c2c(CC(=O)N(C)C)nn(c1=O)c1ccccc1
Standard InCHI:	InChI=1S/C21H19ClN4O2/c1-24(2)18(27)12-16-19-15-10-9-13(22)11-17(15)25(3)20(19)21(28)26(23-16)14-7-5-4-6-8-14/h4-11H,12H2,1-3H3
Standard InCHIKey:	HJSQVJOROCIILI-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4348

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	490
0.1-0.2	3912
0.2-0.3	12401
0.3-0.4	10218
0.4-0.5	1590
0.5-0.6	1612
0.6-0.7	623
0.7-0.8	44
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	0.7876	NPC134657
Intermediate Similarity	0.7819	NPC133003
Intermediate Similarity	0.7753	NPC477887
Intermediate Similarity	0.7584	NPC281094
Intermediate Similarity	0.7565	NPC324091
Intermediate Similarity	0.7433	NPC161861
Intermediate Similarity	0.7432	NPC194881
Intermediate Similarity	0.7414	NPC238499
Intermediate Similarity	0.7394	NPC469529
Intermediate Similarity	0.7344	NPC470205
Intermediate Similarity	0.7326	NPC471943
Intermediate Similarity	0.7306	NPC21429
Intermediate Similarity	0.7303	NPC478186
Intermediate Similarity	0.7297	NPC478182
Intermediate Similarity	0.7291	NPC317701
Intermediate Similarity	0.7277	NPC471944
Intermediate Similarity	0.7268	NPC308931
Intermediate Similarity	0.7268	NPC99939
Intermediate Similarity	0.7263	NPC151635
Intermediate Similarity	0.724	NPC91179
Intermediate Similarity	0.7234	NPC65080
Intermediate Similarity	0.7231	NPC141612
Intermediate Similarity	0.7231	NPC17273
Intermediate Similarity	0.7231	NPC135601
Intermediate Similarity	0.7219	NPC56233
Intermediate Similarity	0.7219	NPC114637
Intermediate Similarity	0.7216	NPC477003
Intermediate Similarity	0.7188	NPC11126
Intermediate Similarity	0.7172	NPC476460
Intermediate Similarity	0.7165	NPC159125
Intermediate Similarity	0.7135	NPC293487
Intermediate Similarity	0.7128	NPC228835
Intermediate Similarity	0.7079	NPC277157
Intermediate Similarity	0.7071	NPC473666
Intermediate Similarity	0.7068	NPC252572
Intermediate Similarity	0.7062	NPC88110
Intermediate Similarity	0.7047	NPC234987
Intermediate Similarity	0.7037	NPC478183
Intermediate Similarity	0.703	NPC79356
Intermediate Similarity	0.703	NPC472116
Intermediate Similarity	0.703	NPC102592
Intermediate Similarity	0.7021	NPC478184
Intermediate Similarity	0.7021	NPC271797
Intermediate Similarity	0.7021	NPC21174
Remote Similarity	0.699	NPC143533
Remote Similarity	0.6984	NPC115232
Remote Similarity	0.697	NPC94752
Remote Similarity	0.697	NPC66210
Remote Similarity	0.6968	NPC478185
Remote Similarity	0.6965	NPC472292
Remote Similarity	0.6963	NPC91895
Remote Similarity	0.6963	NPC32534
Remote Similarity	0.6961	NPC470440
Remote Similarity	0.6959	NPC28848
Remote Similarity	0.6959	NPC14325
Remote Similarity	0.6954	NPC258480
Remote Similarity	0.6939	NPC191415
Remote Similarity	0.6939	NPC113626
Remote Similarity	0.6935	NPC17059
Remote Similarity	0.6927	NPC81535
Remote Similarity	0.6923	NPC248462
Remote Similarity	0.6912	NPC167710
Remote Similarity	0.6898	NPC299594
Remote Similarity	0.6898	NPC76982
Remote Similarity	0.6888	NPC73994
Remote Similarity	0.6888	NPC15840
Remote Similarity	0.6884	NPC478077
Remote Similarity	0.6881	NPC471386
Remote Similarity	0.6872	NPC157583
Remote Similarity	0.6872	NPC284775
Remote Similarity	0.6865	NPC472260
Remote Similarity	0.6863	NPC472293
Remote Similarity	0.6862	NPC477591
Remote Similarity	0.6854	NPC6865
Remote Similarity	0.6854	NPC471193
Remote Similarity	0.6854	NPC153980
Remote Similarity	0.6854	NPC471194
Remote Similarity	0.6851	NPC20144
Remote Similarity	0.6837	NPC12649
Remote Similarity	0.6828	NPC200743
Remote Similarity	0.6818	NPC102755
Remote Similarity	0.6818	NPC117027
Remote Similarity	0.6814	NPC294693
Remote Similarity	0.681	NPC471191
Remote Similarity	0.6808	NPC72956
Remote Similarity	0.6802	NPC24864
Remote Similarity	0.6798	NPC216550
Remote Similarity	0.6789	NPC242116
Remote Similarity	0.6784	NPC470003
Remote Similarity	0.6784	NPC472119
Remote Similarity	0.6769	NPC469938
Remote Similarity	0.6765	NPC81802
Remote Similarity	0.6765	NPC472210
Remote Similarity	0.6765	NPC304203
Remote Similarity	0.6765	NPC269886
Remote Similarity	0.6765	NPC247735
Remote Similarity	0.6765	NPC472295
Remote Similarity	0.6765	NPC326422
Remote Similarity	0.6763	NPC474318
Remote Similarity	0.6763	NPC153123
Remote Similarity	0.6763	NPC472296
Remote Similarity	0.6763	NPC472297
Remote Similarity	0.6763	NPC475914
Remote Similarity	0.6763	NPC268744
Remote Similarity	0.6763	NPC201266
Remote Similarity	0.6763	NPC220797
Remote Similarity	0.6763	NPC477004
Remote Similarity	0.6759	NPC322064
Remote Similarity	0.6757	NPC102664
Remote Similarity	0.6754	NPC271734
Remote Similarity	0.675	NPC472107
Remote Similarity	0.675	NPC79062
Remote Similarity	0.6749	NPC473763
Remote Similarity	0.6749	NPC117244
Remote Similarity	0.6746	NPC57398
Remote Similarity	0.6736	NPC70949
Remote Similarity	0.6731	NPC13456
Remote Similarity	0.6731	NPC269203
Remote Similarity	0.6731	NPC77241
Remote Similarity	0.6731	NPC166209
Remote Similarity	0.6719	NPC71132
Remote Similarity	0.6716	NPC311858
Remote Similarity	0.6702	NPC214106
Remote Similarity	0.6701	NPC83774
Remote Similarity	0.6701	NPC64436
Remote Similarity	0.6701	NPC116961
Remote Similarity	0.6685	NPC32002
Remote Similarity	0.6685	NPC104483
Remote Similarity	0.6685	NPC315348
Remote Similarity	0.6684	NPC80681
Remote Similarity	0.6683	NPC472323
Remote Similarity	0.6682	NPC471192
Remote Similarity	0.6667	NPC476464
Remote Similarity	0.6667	NPC315062
Remote Similarity	0.6652	NPC316411
Remote Similarity	0.665	NPC255909
Remote Similarity	0.665	NPC19692
Remote Similarity	0.665	NPC220151
Remote Similarity	0.6648	NPC325599
Remote Similarity	0.6636	NPC323969
Remote Similarity	0.6635	NPC474916
Remote Similarity	0.6634	NPC472113
Remote Similarity	0.6633	NPC469896
Remote Similarity	0.6633	NPC61011
Remote Similarity	0.6633	NPC16659
Remote Similarity	0.6618	NPC472112
Remote Similarity	0.6618	NPC128244
Remote Similarity	0.6618	NPC245916
Remote Similarity	0.6616	NPC237188
Remote Similarity	0.6613	NPC100726
Remote Similarity	0.6598	NPC470509
Remote Similarity	0.6596	NPC217021
Remote Similarity	0.6596	NPC470679
Remote Similarity	0.6594	NPC104712
Remote Similarity	0.6593	NPC471574
Remote Similarity	0.6593	NPC267853
Remote Similarity	0.6585	NPC129909
Remote Similarity	0.6583	NPC265710
Remote Similarity	0.6583	NPC219336
Remote Similarity	0.6582	NPC6982
Remote Similarity	0.657	NPC289299
Remote Similarity	0.657	NPC57994
Remote Similarity	0.6569	NPC111602
Remote Similarity	0.6569	NPC63199
Remote Similarity	0.6569	NPC196251
Remote Similarity	0.6569	NPC102338
Remote Similarity	0.6564	NPC244897
Remote Similarity	0.656	NPC477979
Remote Similarity	0.6543	NPC40070
Remote Similarity	0.6543	NPC473878
Remote Similarity	0.6542	NPC270918
Remote Similarity	0.6542	NPC54420
Remote Similarity	0.6535	NPC46895
Remote Similarity	0.6533	NPC145885
Remote Similarity	0.6533	NPC14113
Remote Similarity	0.6533	NPC240088
Remote Similarity	0.6533	NPC183662
Remote Similarity	0.6533	NPC192712
Remote Similarity	0.6533	NPC15573
Remote Similarity	0.6533	NPC84827
Remote Similarity	0.6533	NPC473380
Remote Similarity	0.6533	NPC217372
Remote Similarity	0.6524	NPC237414
Remote Similarity	0.6517	NPC470677
Remote Similarity	0.651	NPC475990
Remote Similarity	0.6507	NPC141454
Remote Similarity	0.6507	NPC227582
Remote Similarity	0.6502	NPC476341
Remote Similarity	0.6495	NPC265100
Remote Similarity	0.6492	NPC51054
Remote Similarity	0.6488	NPC175474
Remote Similarity	0.6488	NPC213629
Remote Similarity	0.6488	NPC221873
Remote Similarity	0.6488	NPC103119
Remote Similarity	0.6486	NPC136002
Remote Similarity	0.6484	NPC150259
Remote Similarity	0.6484	NPC314102
Remote Similarity	0.6484	NPC251722
Remote Similarity	0.6481	NPC162860
Remote Similarity	0.6481	NPC478158

Drug Structure

NPD4348 OpenBabel08211705262D 28 31 0 0 0 0 0 0 0 0999 V2000 -0.8438 -4.3805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8421 -4.3808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5294 1.5084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5291 1.4594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5289 0.4861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6863 1.9463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6858 -0.0004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8433 1.4598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0591 -0.9729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2163 -1.4598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2159 0.4876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8434 -2.4338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0589 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8430 0.4865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3728 -0.9733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8432 -1.4605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3726 0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0006 -2.9206 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6865 -0.9736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6863 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8428 0.4869 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9318 0.5052 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 -0.9739 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0007 -3.8940 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5296 0.4872 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 0.8425 -2.4341 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8425 1.4869 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 14 2 0 0 0 0 8 14 1 0 0 0 0 9 10 2 0 0 0 0 9 13 1 0 0 0 0 10 15 1 0 0 0 0 11 13 2 0 0 0 0 11 17 1 0 0 0 0 12 16 1 0 0 0 0 12 18 1 0 0 0 0 13 22 1 0 0 0 0 14 26 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 19 1 0 0 0 0 16 23 2 0 0 0 0 17 25 1 0 0 0 0 18 24 1 0 0 0 0 18 27 2 0 0 0 0 19 20 2 0 0 0 0 20 21 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 21 28 2 0 0 0 0 23 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012122
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9930560
ChEBI
CAS Number

Drug Properties

Molecular Weight	394.12
ALogP	-0.276
MLogP	3
XLogP	3.91
HDA	6
HBD	0
Rotatable Bonds	8
TPSA	57.91
RO5 Violation	0