NPASS drugs

Drug Information

Drug ID:	NPD4924
Drug Name:
Molecular Formula:	C22H21N3O3
Canonical SMILES:	CN(CCC1C(=O)c2cncn3c2c(C1=O)c1C2=C(CCc31)C(=O)C=CC2)C
Standard InCHI:	InChI=1S/C22H21N3O3/c1-24(2)9-8-14-21(27)15-10-23-11-25-16-7-6-12-13(4-3-5-17(12)26)18(16)19(20(15)25)22(14)28/h3,5,10-11,14H,4,6-9H2,1-2H3
Standard InCHIKey:	CFRXFKXGOGITOE-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4924

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	487
0.1-0.2	2958
0.2-0.3	13267
0.3-0.4	10287
0.4-0.5	1687
0.5-0.6	1618
0.6-0.7	549
0.7-0.8	37
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	0.7552	NPC157583
Intermediate Similarity	0.7513	NPC70949
Intermediate Similarity	0.7461	NPC237188
Intermediate Similarity	0.7452	NPC116555
Intermediate Similarity	0.7411	NPC476341
Intermediate Similarity	0.7391	NPC470679
Intermediate Similarity	0.7391	NPC217021
Intermediate Similarity	0.7389	NPC167710
Intermediate Similarity	0.7354	NPC265100
Intermediate Similarity	0.7336	NPC267811
Intermediate Similarity	0.73	NPC255909
Intermediate Similarity	0.7277	NPC216550
Intermediate Similarity	0.7268	NPC469529
Intermediate Similarity	0.7225	NPC88115
Intermediate Similarity	0.7212	NPC106757
Intermediate Similarity	0.7208	NPC73994
Intermediate Similarity	0.7188	NPC114637
Intermediate Similarity	0.7186	NPC477003
Intermediate Similarity	0.7171	NPC128244
Intermediate Similarity	0.7151	NPC473878
Intermediate Similarity	0.713	NPC116622
Intermediate Similarity	0.7129	NPC103119
Intermediate Similarity	0.712	NPC242116
Intermediate Similarity	0.7112	NPC70406
Intermediate Similarity	0.7107	NPC83774
Intermediate Similarity	0.7101	NPC34837
Intermediate Similarity	0.7073	NPC304203
Intermediate Similarity	0.7068	NPC100104
Intermediate Similarity	0.7068	NPC470680
Intermediate Similarity	0.7059	NPC476460
Intermediate Similarity	0.7035	NPC61011
Intermediate Similarity	0.703	NPC135601
Intermediate Similarity	0.703	NPC141612
Intermediate Similarity	0.703	NPC17273
Intermediate Similarity	0.7015	NPC467063
Intermediate Similarity	0.7005	NPC123906
Intermediate Similarity	0.7	NPC191415
Remote Similarity	0.6984	NPC251391
Remote Similarity	0.6968	NPC313889
Remote Similarity	0.6947	NPC470323
Remote Similarity	0.6942	NPC47190
Remote Similarity	0.6935	NPC284775
Remote Similarity	0.6934	NPC317701
Remote Similarity	0.6931	NPC285923
Remote Similarity	0.6931	NPC46895
Remote Similarity	0.6931	NPC21429
Remote Similarity	0.6927	NPC474492
Remote Similarity	0.6927	NPC80681
Remote Similarity	0.6923	NPC56233
Remote Similarity	0.6923	NPC472116
Remote Similarity	0.6919	NPC293216
Remote Similarity	0.6916	NPC935
Remote Similarity	0.6916	NPC267078
Remote Similarity	0.6908	NPC326422
Remote Similarity	0.6905	NPC81535
Remote Similarity	0.6904	NPC262338
Remote Similarity	0.6887	NPC143977
Remote Similarity	0.6887	NPC328596
Remote Similarity	0.6887	NPC328318
Remote Similarity	0.6886	NPC474357
Remote Similarity	0.6872	NPC115232
Remote Similarity	0.6866	NPC182940
Remote Similarity	0.6862	NPC100726
Remote Similarity	0.6857	NPC474916
Remote Similarity	0.6834	NPC317054
Remote Similarity	0.6822	NPC327592
Remote Similarity	0.6821	NPC478182
Remote Similarity	0.6814	NPC133003
Remote Similarity	0.6792	NPC121327
Remote Similarity	0.6791	NPC317373
Remote Similarity	0.6786	NPC42372
Remote Similarity	0.6782	NPC477042
Remote Similarity	0.6772	NPC105811
Remote Similarity	0.6763	NPC324091
Remote Similarity	0.6763	NPC268966
Remote Similarity	0.6759	NPC243850
Remote Similarity	0.6758	NPC6865
Remote Similarity	0.6758	NPC153980
Remote Similarity	0.6755	NPC467188
Remote Similarity	0.6749	NPC470677
Remote Similarity	0.6745	NPC477004
Remote Similarity	0.6735	NPC21174
Remote Similarity	0.6735	NPC271797
Remote Similarity	0.6716	NPC102755
Remote Similarity	0.6712	NPC72956
Remote Similarity	0.6701	NPC71132
Remote Similarity	0.67	NPC79777
Remote Similarity	0.67	NPC252572
Remote Similarity	0.6699	NPC272458
Remote Similarity	0.6684	NPC194881
Remote Similarity	0.6683	NPC258480
Remote Similarity	0.6667	NPC237414
Remote Similarity	0.6667	NPC293487
Remote Similarity	0.6667	NPC139763
Remote Similarity	0.6651	NPC227582
Remote Similarity	0.665	NPC274981
Remote Similarity	0.665	NPC248462
Remote Similarity	0.665	NPC478184
Remote Similarity	0.6636	NPC472064
Remote Similarity	0.6635	NPC157828
Remote Similarity	0.6635	NPC195239
Remote Similarity	0.6634	NPC151635
Remote Similarity	0.6632	NPC200743
Remote Similarity	0.6618	NPC16659
Remote Similarity	0.6618	NPC234403
Remote Similarity	0.6618	NPC118084
Remote Similarity	0.6618	NPC88110
Remote Similarity	0.6615	NPC472832
Remote Similarity	0.6615	NPC18308
Remote Similarity	0.6606	NPC470702
Remote Similarity	0.6606	NPC473218
Remote Similarity	0.6606	NPC318299
Remote Similarity	0.6606	NPC471194
Remote Similarity	0.6606	NPC471193
Remote Similarity	0.6604	NPC472293
Remote Similarity	0.6604	NPC11445
Remote Similarity	0.6601	NPC234987
Remote Similarity	0.6599	NPC214106
Remote Similarity	0.6598	NPC209362
Remote Similarity	0.6592	NPC471192
Remote Similarity	0.6589	NPC74413
Remote Similarity	0.6588	NPC472210
Remote Similarity	0.6588	NPC472295
Remote Similarity	0.6588	NPC247735
Remote Similarity	0.6588	NPC269886
Remote Similarity	0.6588	NPC81802
Remote Similarity	0.6588	NPC267343
Remote Similarity	0.6583	NPC478183
Remote Similarity	0.6577	NPC317752
Remote Similarity	0.6577	NPC470703
Remote Similarity	0.6574	NPC472063
Remote Similarity	0.6574	NPC472062
Remote Similarity	0.6574	NPC472069
Remote Similarity	0.657	NPC282103
Remote Similarity	0.6569	NPC265710
Remote Similarity	0.6564	NPC51054
Remote Similarity	0.6562	NPC102664
Remote Similarity	0.656	NPC238457
Remote Similarity	0.656	NPC472065
Remote Similarity	0.6558	NPC252338
Remote Similarity	0.6555	NPC472289
Remote Similarity	0.6553	NPC159125
Remote Similarity	0.6546	NPC472833
Remote Similarity	0.654	NPC472292
Remote Similarity	0.6538	NPC66210
Remote Similarity	0.6537	NPC15840
Remote Similarity	0.6537	NPC471997
Remote Similarity	0.6528	NPC471655
Remote Similarity	0.6528	NPC40070
Remote Similarity	0.6527	NPC477418
Remote Similarity	0.6527	NPC477420
Remote Similarity	0.6526	NPC79356
Remote Similarity	0.6526	NPC102592
Remote Similarity	0.6524	NPC154339
Remote Similarity	0.6517	NPC32534
Remote Similarity	0.6515	NPC478185
Remote Similarity	0.6514	NPC472259
Remote Similarity	0.6513	NPC229055
Remote Similarity	0.6512	NPC472296
Remote Similarity	0.6512	NPC472297
Remote Similarity	0.6507	NPC23476
Remote Similarity	0.6507	NPC474259
Remote Similarity	0.6507	NPC477415
Remote Similarity	0.6505	NPC113626
Remote Similarity	0.6498	NPC57398
Remote Similarity	0.6498	NPC260900
Remote Similarity	0.6497	NPC56765
Remote Similarity	0.6495	NPC106824
Remote Similarity	0.6495	NPC472260
Remote Similarity	0.649	NPC99939
Remote Similarity	0.649	NPC308931
Remote Similarity	0.6488	NPC12649
Remote Similarity	0.648	NPC74357
Remote Similarity	0.6479	NPC202812
Remote Similarity	0.6473	NPC470205
Remote Similarity	0.6471	NPC314102
Remote Similarity	0.6471	NPC251722
Remote Similarity	0.6471	NPC65408
Remote Similarity	0.6463	NPC74619
Remote Similarity	0.6462	NPC281094
Remote Similarity	0.6457	NPC477413
Remote Similarity	0.6447	NPC213914
Remote Similarity	0.6444	NPC177996
Remote Similarity	0.6444	NPC62995
Remote Similarity	0.6444	NPC147983
Remote Similarity	0.6439	NPC240088
Remote Similarity	0.6439	NPC473380
Remote Similarity	0.6436	NPC91895
Remote Similarity	0.6435	NPC284338
Remote Similarity	0.6435	NPC474767
Remote Similarity	0.6429	NPC282247
Remote Similarity	0.6423	NPC63109
Remote Similarity	0.6419	NPC216612
Remote Similarity	0.6419	NPC78767
Remote Similarity	0.6419	NPC473814
Remote Similarity	0.6415	NPC117244
Remote Similarity	0.6415	NPC473763
Remote Similarity	0.6415	NPC138370
Remote Similarity	0.6411	NPC79062
Remote Similarity	0.6411	NPC472107

Drug Structure

NPD4924 OpenBabel08211706322D 28 32 0 0 1 0 0 0 0 0999 V2000 -5.0371 2.6800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7080 1.1737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4750 3.3321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6505 2.8563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2994 2.8559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4743 0.4756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6498 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2978 1.9053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0681 1.3458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6495 -0.9518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 -0.9521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4745 1.4281 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6502 1.9044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4735 1.4291 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6493 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8250 0.4759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2991 1.9039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8252 1.4285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8241 1.4288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8243 0.4762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4737 0.4765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6490 1.9050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8247 -1.4280 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.9377 1.7332 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 4.1555 1.4092 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3196 -0.0116 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6489 2.8816 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 4 1 0 0 0 0 3 5 2 0 0 0 0 4 13 1 0 0 0 0 5 17 1 0 0 0 0 6 7 1 0 0 0 0 6 12 1 0 0 0 0 7 16 1 0 0 0 0 8 9 1 0 0 0 0 8 14 1 0 0 0 0 9 24 1 0 0 0 0 10 15 2 0 0 0 0 10 23 1 0 0 0 0 11 23 2 0 0 0 0 11 25 1 0 0 0 0 12 13 2 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 14 21 1 0 0 0 0 14 22 1 0 0 0 0 15 20 1 0 0 0 0 15 21 1 0 0 0 0 16 18 2 0 0 0 0 16 25 1 0 0 0 0 17 26 2 0 0 0 0 18 19 1 0 0 0 0 19 20 2 0 0 0 0 19 22 1 0 0 0 0 20 25 1 0 0 0 0 21 27 2 0 0 0 0 22 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000617
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	21849939
ChEBI
CAS Number

Drug Properties

Molecular Weight	375.16
ALogP	0.0954
MLogP	3.22
XLogP	0.062
HDA	6
HBD	0
Rotatable Bonds	5
TPSA	71.75
RO5 Violation	0