NPASS drugs

Drug Information

Drug ID:	NPD6172
Drug Name:
Molecular Formula:	C25H23N5O3
Canonical SMILES:	CCn1c2ncc(cc2c(=O)n(c2c1nccc2)C)CCOc1ccn(=O)c2c1cccc2
Standard InCHI:	InChI=1S/C25H23N5O3/c1-3-29-23-19(25(31)28(2)21-9-6-12-26-24(21)29)15-17(16-27-23)11-14-33-22-10-13-30(32)20-8-5-4-7-18(20)22/h4-10,12-13,15-16H,3,11,14H2,1-2H3
Standard InCHIKey:	BEMBRAMZGVDPMH-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6172

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	513
0.1-0.2	3804
0.2-0.3	9019
0.3-0.4	8824
0.4-0.5	6228
0.5-0.6	1769
0.6-0.7	712
0.7-0.8	21
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	0.7427	NPC471762
Intermediate Similarity	0.7404	NPC274982
Intermediate Similarity	0.7386	NPC157931
Intermediate Similarity	0.7314	NPC257851
Intermediate Similarity	0.7306	NPC141053
Intermediate Similarity	0.7284	NPC66777
Intermediate Similarity	0.7253	NPC287208
Intermediate Similarity	0.7222	NPC174758
Intermediate Similarity	0.7222	NPC174672
Intermediate Similarity	0.7189	NPC101350
Intermediate Similarity	0.7179	NPC82548
Intermediate Similarity	0.7177	NPC477549
Intermediate Similarity	0.7149	NPC235685
Intermediate Similarity	0.7137	NPC323969
Intermediate Similarity	0.7132	NPC53534
Intermediate Similarity	0.7119	NPC122436
Intermediate Similarity	0.7064	NPC243850
Intermediate Similarity	0.7049	NPC322482
Intermediate Similarity	0.7034	NPC152620
Intermediate Similarity	0.7008	NPC75179
Intermediate Similarity	0.7008	NPC216612
Remote Similarity	0.6988	NPC196718
Remote Similarity	0.6987	NPC264176
Remote Similarity	0.697	NPC267928
Remote Similarity	0.696	NPC329631
Remote Similarity	0.6948	NPC260434
Remote Similarity	0.6944	NPC470022
Remote Similarity	0.6941	NPC476518
Remote Similarity	0.6935	NPC314954
Remote Similarity	0.6929	NPC99891
Remote Similarity	0.6926	NPC472099
Remote Similarity	0.6926	NPC161801
Remote Similarity	0.692	NPC102593
Remote Similarity	0.6909	NPC121658
Remote Similarity	0.6909	NPC14651
Remote Similarity	0.6908	NPC116622
Remote Similarity	0.6908	NPC258048
Remote Similarity	0.6904	NPC167860
Remote Similarity	0.6904	NPC123976
Remote Similarity	0.6904	NPC470020
Remote Similarity	0.6904	NPC269367
Remote Similarity	0.6902	NPC72905
Remote Similarity	0.6899	NPC91868
Remote Similarity	0.6899	NPC63971
Remote Similarity	0.6897	NPC472435
Remote Similarity	0.6897	NPC303374
Remote Similarity	0.6883	NPC471615
Remote Similarity	0.6883	NPC198401
Remote Similarity	0.6873	NPC26543
Remote Similarity	0.686	NPC237740
Remote Similarity	0.6849	NPC193238
Remote Similarity	0.6848	NPC472434
Remote Similarity	0.684	NPC198673
Remote Similarity	0.6838	NPC470017
Remote Similarity	0.6835	NPC264166
Remote Similarity	0.6835	NPC274291
Remote Similarity	0.6835	NPC165349
Remote Similarity	0.6835	NPC329708
Remote Similarity	0.6835	NPC47059
Remote Similarity	0.6835	NPC118832
Remote Similarity	0.6833	NPC85273
Remote Similarity	0.6827	NPC478078
Remote Similarity	0.6827	NPC74575
Remote Similarity	0.6818	NPC472436
Remote Similarity	0.6818	NPC74619
Remote Similarity	0.6816	NPC213530
Remote Similarity	0.6816	NPC193267
Remote Similarity	0.6816	NPC168209
Remote Similarity	0.6807	NPC323345
Remote Similarity	0.6807	NPC470164
Remote Similarity	0.6805	NPC242923
Remote Similarity	0.6797	NPC148889
Remote Similarity	0.6795	NPC168911
Remote Similarity	0.679	NPC16066
Remote Similarity	0.6786	NPC49547
Remote Similarity	0.6782	NPC137353
Remote Similarity	0.678	NPC63109
Remote Similarity	0.6777	NPC472098
Remote Similarity	0.6766	NPC81535
Remote Similarity	0.6761	NPC60621
Remote Similarity	0.6744	NPC142385
Remote Similarity	0.6735	NPC305984
Remote Similarity	0.6734	NPC243633
Remote Similarity	0.6734	NPC175150
Remote Similarity	0.6734	NPC220851
Remote Similarity	0.6733	NPC311906
Remote Similarity	0.6732	NPC253675
Remote Similarity	0.6723	NPC474916
Remote Similarity	0.6723	NPC239954
Remote Similarity	0.672	NPC470018
Remote Similarity	0.6719	NPC30540
Remote Similarity	0.6719	NPC469554
Remote Similarity	0.6718	NPC56271
Remote Similarity	0.6696	NPC266551
Remote Similarity	0.6694	NPC152768
Remote Similarity	0.6694	NPC148183
Remote Similarity	0.6694	NPC123839
Remote Similarity	0.6693	NPC187145
Remote Similarity	0.6681	NPC282103
Remote Similarity	0.6681	NPC295898
Remote Similarity	0.668	NPC236668
Remote Similarity	0.668	NPC308906
Remote Similarity	0.668	NPC17565
Remote Similarity	0.668	NPC298436
Remote Similarity	0.6667	NPC19872
Remote Similarity	0.6667	NPC472064
Remote Similarity	0.6667	NPC27041
Remote Similarity	0.6667	NPC315957
Remote Similarity	0.6667	NPC182222
Remote Similarity	0.6654	NPC101543
Remote Similarity	0.6654	NPC81939
Remote Similarity	0.6653	NPC128115
Remote Similarity	0.6653	NPC200836
Remote Similarity	0.6653	NPC53144
Remote Similarity	0.6653	NPC146976
Remote Similarity	0.6652	NPC111624
Remote Similarity	0.6641	NPC270515
Remote Similarity	0.664	NPC115595
Remote Similarity	0.6639	NPC232727
Remote Similarity	0.6636	NPC177404
Remote Similarity	0.6628	NPC475666
Remote Similarity	0.6627	NPC172222
Remote Similarity	0.6626	NPC322064
Remote Similarity	0.6626	NPC290689
Remote Similarity	0.6625	NPC16452
Remote Similarity	0.6625	NPC285558
Remote Similarity	0.6625	NPC36229
Remote Similarity	0.6625	NPC327592
Remote Similarity	0.6625	NPC476581
Remote Similarity	0.6623	NPC219963
Remote Similarity	0.6615	NPC472061
Remote Similarity	0.6612	NPC266249
Remote Similarity	0.6611	NPC211813
Remote Similarity	0.661	NPC90229
Remote Similarity	0.6609	NPC20249
Remote Similarity	0.6601	NPC246381
Remote Similarity	0.6599	NPC469727
Remote Similarity	0.6598	NPC317373
Remote Similarity	0.6598	NPC238457
Remote Similarity	0.6598	NPC472111
Remote Similarity	0.6597	NPC176538
Remote Similarity	0.659	NPC208522
Remote Similarity	0.6585	NPC477979
Remote Similarity	0.6577	NPC478082
Remote Similarity	0.6577	NPC477067
Remote Similarity	0.6574	NPC65277
Remote Similarity	0.6573	NPC96321
Remote Similarity	0.6573	NPC473041
Remote Similarity	0.6571	NPC153980
Remote Similarity	0.6571	NPC26679
Remote Similarity	0.6571	NPC6865
Remote Similarity	0.6564	NPC471614
Remote Similarity	0.6561	NPC186351
Remote Similarity	0.6559	NPC471192
Remote Similarity	0.6559	NPC62995
Remote Similarity	0.6557	NPC309845
Remote Similarity	0.6557	NPC471304
Remote Similarity	0.6556	NPC289086
Remote Similarity	0.6555	NPC476582
Remote Similarity	0.6555	NPC287437
Remote Similarity	0.6555	NPC476578
Remote Similarity	0.6555	NPC4071
Remote Similarity	0.6552	NPC206251
Remote Similarity	0.6552	NPC74382
Remote Similarity	0.655	NPC470474
Remote Similarity	0.655	NPC161887
Remote Similarity	0.6549	NPC477112
Remote Similarity	0.6548	NPC21638
Remote Similarity	0.6548	NPC97746
Remote Similarity	0.6548	NPC473449
Remote Similarity	0.6545	NPC74562
Remote Similarity	0.6545	NPC316181
Remote Similarity	0.6545	NPC151781
Remote Similarity	0.6545	NPC476287
Remote Similarity	0.654	NPC17437
Remote Similarity	0.6534	NPC210434
Remote Similarity	0.6531	NPC72956
Remote Similarity	0.6529	NPC472065
Remote Similarity	0.6523	NPC207686
Remote Similarity	0.6522	NPC103687
Remote Similarity	0.6522	NPC2497
Remote Similarity	0.6522	NPC132631
Remote Similarity	0.6516	NPC472070
Remote Similarity	0.6513	NPC171393
Remote Similarity	0.6513	NPC212213
Remote Similarity	0.6513	NPC295452
Remote Similarity	0.6513	NPC124300
Remote Similarity	0.6512	NPC295228
Remote Similarity	0.6506	NPC478006
Remote Similarity	0.6506	NPC131885
Remote Similarity	0.6504	NPC118940
Remote Similarity	0.6504	NPC318299
Remote Similarity	0.6502	NPC310618
Remote Similarity	0.6502	NPC53344
Remote Similarity	0.65	NPC26850
Remote Similarity	0.65	NPC31930
Remote Similarity	0.6498	NPC128244
Remote Similarity	0.6494	NPC328928
Remote Similarity	0.6493	NPC478083
Remote Similarity	0.6489	NPC291609

Drug Structure

NPD6172 OpenBabel08211709092D 33 37 0 0 0 0 0 0 0 0999 V2000 -0.4644 3.6796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6235 -0.7818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1974 2.9994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2209 1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0869 1.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9944 1.6525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2209 0.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9529 1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4311 0.8262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9529 -1.5990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3548 -0.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5605 2.5534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8189 -1.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3548 -1.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6228 -0.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4888 1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4888 0.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0869 -0.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7568 0.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9529 0.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4339 0.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0869 -1.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7568 1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.8019 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 0.5633 2.6282 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6228 1.9010 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 -0.9749 2.0245 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.8189 -0.0990 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1974 -1.1974 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6850 0.4010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2209 -1.5990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 28 1 0 0 0 0 3 29 1 0 0 0 0 4 5 2 0 0 0 0 4 7 1 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 6 12 1 0 0 0 0 7 18 2 0 0 0 0 8 20 2 0 0 0 0 9 21 1 0 0 0 0 10 13 1 0 0 0 0 10 22 2 0 0 0 0 11 14 1 0 0 0 0 11 17 1 0 0 0 0 12 26 2 0 0 0 0 13 30 2 0 0 0 0 14 33 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 16 27 2 0 0 0 0 18 20 1 0 0 0 0 18 22 1 0 0 0 0 19 23 2 0 0 0 0 19 25 1 0 0 0 0 20 30 1 0 0 0 0 21 24 2 0 0 0 0 21 28 1 0 0 0 0 22 33 1 0 0 0 0 23 27 1 0 0 0 0 23 29 1 0 0 0 0 24 26 1 0 0 0 0 24 29 1 0 0 0 0 25 28 1 0 0 0 0 25 31 2 0 0 0 0 30 32 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013164
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	441.18
ALogP	-0.0768
MLogP	3.33
XLogP	3.936
HDA	5
HBD	0
Rotatable Bonds	7
TPSA	84.02
RO5 Violation	0