NPASS drugs

Drug Information

Drug ID:	NPD5592
Drug Name:
Molecular Formula:	C23H27FN4O2
Canonical SMILES:	CCN(CCN1CCc2c(C1=O)c(C)c([nH]2)/C=C/1C(=Nc2c1cc(F)cc2)O)CC
Standard InCHI:	InChI=1S/C23H27FN4O2/c1-4-27(5-2)10-11-28-9-8-19-21(23(28)30)14(3)20(25-19)13-17-16-12-15(24)6-7-18(16)26-22(17)29/h6-7,12-13,25H,4-5,8-11H2,1-3H3,(H,26,29)/b17-13-
Standard InCHIKey:	GKEYKDOLBLYGRB-LGMDPLHJSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5592

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	270
0.1-0.2	2155
0.2-0.3	9938
0.3-0.4	12739
0.4-0.5	2497
0.5-0.6	1683
0.6-0.7	1396
0.7-0.8	209
0.8-0.85	3
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	0.8488	NPC476118
Intermediate Similarity	0.8073	NPC471944
Intermediate Similarity	0.8	NPC133003
Intermediate Similarity	0.7766	NPC141612
Intermediate Similarity	0.7766	NPC17273
Intermediate Similarity	0.7766	NPC135601
Intermediate Similarity	0.7734	NPC322064
Intermediate Similarity	0.7732	NPC131887
Intermediate Similarity	0.7701	NPC470205
Intermediate Similarity	0.7688	NPC91179
Intermediate Similarity	0.7688	NPC270918
Intermediate Similarity	0.7684	NPC221873
Intermediate Similarity	0.766	NPC21429
Intermediate Similarity	0.7644	NPC324091
Intermediate Similarity	0.7632	NPC278434
Intermediate Similarity	0.763	NPC470440
Intermediate Similarity	0.7614	NPC300183
Intermediate Similarity	0.7609	NPC161861
Intermediate Similarity	0.7579	NPC94752
Intermediate Similarity	0.7566	NPC477003
Intermediate Similarity	0.755	NPC471191
Intermediate Similarity	0.75	NPC6865
Intermediate Similarity	0.75	NPC153980
Intermediate Similarity	0.75	NPC272174
Intermediate Similarity	0.7487	NPC202812
Intermediate Similarity	0.7474	NPC228835
Intermediate Similarity	0.7474	NPC472294
Intermediate Similarity	0.7464	NPC474896
Intermediate Similarity	0.7454	NPC477549
Intermediate Similarity	0.7451	NPC72956
Intermediate Similarity	0.7446	NPC317430
Intermediate Similarity	0.7433	NPC151635
Intermediate Similarity	0.7429	NPC31097
Intermediate Similarity	0.7429	NPC220851
Intermediate Similarity	0.7421	NPC243058
Intermediate Similarity	0.7411	NPC141454
Intermediate Similarity	0.7409	NPC213629
Intermediate Similarity	0.738	NPC469529
Intermediate Similarity	0.7377	NPC21174
Intermediate Similarity	0.7377	NPC271797
Intermediate Similarity	0.7371	NPC154339
Intermediate Similarity	0.7363	NPC317701
Intermediate Similarity	0.736	NPC79356
Intermediate Similarity	0.736	NPC102592
Intermediate Similarity	0.7358	NPC17059
Intermediate Similarity	0.7354	NPC11126
Intermediate Similarity	0.7354	NPC219336
Intermediate Similarity	0.7348	NPC299594
Intermediate Similarity	0.7347	NPC267343
Intermediate Similarity	0.7345	NPC237649
Intermediate Similarity	0.7345	NPC300596
Intermediate Similarity	0.7344	NPC311282
Intermediate Similarity	0.7337	NPC241024
Intermediate Similarity	0.7337	NPC293917
Intermediate Similarity	0.7333	NPC476460
Intermediate Similarity	0.7333	NPC138370
Intermediate Similarity	0.733	NPC471194
Intermediate Similarity	0.733	NPC471193
Intermediate Similarity	0.732	NPC473666
Intermediate Similarity	0.732	NPC175474
Intermediate Similarity	0.7312	NPC471943
Intermediate Similarity	0.7308	NPC471192
Intermediate Similarity	0.7306	NPC90415
Intermediate Similarity	0.7302	NPC217372
Intermediate Similarity	0.7302	NPC183662
Intermediate Similarity	0.7302	NPC15573
Intermediate Similarity	0.7296	NPC55493
Intermediate Similarity	0.7295	NPC31700
Intermediate Similarity	0.7295	NPC282247
Intermediate Similarity	0.7292	NPC470003
Intermediate Similarity	0.7292	NPC203635
Intermediate Similarity	0.7286	NPC171317
Intermediate Similarity	0.7286	NPC474916
Intermediate Similarity	0.7282	NPC314333
Intermediate Similarity	0.7282	NPC329858
Intermediate Similarity	0.7277	NPC98715
Intermediate Similarity	0.726	NPC477979
Intermediate Similarity	0.7259	NPC472210
Intermediate Similarity	0.7259	NPC247735
Intermediate Similarity	0.7259	NPC81802
Intermediate Similarity	0.7259	NPC472295
Intermediate Similarity	0.7259	NPC269886
Intermediate Similarity	0.7251	NPC323969
Intermediate Similarity	0.7231	NPC111602
Intermediate Similarity	0.7231	NPC196251
Intermediate Similarity	0.7231	NPC102338
Intermediate Similarity	0.7231	NPC63199
Intermediate Similarity	0.723	NPC229893
Intermediate Similarity	0.7228	NPC214106
Intermediate Similarity	0.7225	NPC88110
Intermediate Similarity	0.7222	NPC19692
Intermediate Similarity	0.7222	NPC220151
Intermediate Similarity	0.7222	NPC195239
Intermediate Similarity	0.7222	NPC157828
Intermediate Similarity	0.7216	NPC478077
Intermediate Similarity	0.7216	NPC62749
Intermediate Similarity	0.7211	NPC219848
Intermediate Similarity	0.7211	NPC111275
Intermediate Similarity	0.7209	NPC157931
Intermediate Similarity	0.7208	NPC67551
Intermediate Similarity	0.7207	NPC37548
Intermediate Similarity	0.7206	NPC277350
Intermediate Similarity	0.7198	NPC141353
Intermediate Similarity	0.7192	NPC165599
Intermediate Similarity	0.719	NPC27041
Intermediate Similarity	0.7189	NPC271734
Intermediate Similarity	0.7188	NPC191415
Intermediate Similarity	0.7186	NPC11445
Intermediate Similarity	0.7184	NPC477548
Intermediate Similarity	0.7181	NPC6982
Intermediate Similarity	0.7174	NPC131718
Intermediate Similarity	0.7173	NPC256268
Intermediate Similarity	0.7173	NPC248462
Intermediate Similarity	0.7171	NPC46225
Intermediate Similarity	0.7171	NPC225821
Intermediate Similarity	0.7171	NPC243850
Intermediate Similarity	0.7165	NPC308931
Intermediate Similarity	0.7165	NPC99939
Intermediate Similarity	0.7157	NPC243716
Intermediate Similarity	0.7151	NPC115232
Intermediate Similarity	0.715	NPC227582
Intermediate Similarity	0.715	NPC159125
Intermediate Similarity	0.7143	NPC476073
Intermediate Similarity	0.7143	NPC34508
Intermediate Similarity	0.7143	NPC252572
Intermediate Similarity	0.7143	NPC472123
Intermediate Similarity	0.7136	NPC258062
Intermediate Similarity	0.7136	NPC266249
Intermediate Similarity	0.7136	NPC127677
Intermediate Similarity	0.7135	NPC469896
Intermediate Similarity	0.713	NPC257851
Intermediate Similarity	0.713	NPC476491
Intermediate Similarity	0.7123	NPC269270
Intermediate Similarity	0.7121	NPC472113
Intermediate Similarity	0.7121	NPC472292
Intermediate Similarity	0.712	NPC28848
Intermediate Similarity	0.712	NPC14325
Intermediate Similarity	0.7114	NPC67288
Intermediate Similarity	0.7114	NPC195457
Intermediate Similarity	0.7114	NPC52557
Intermediate Similarity	0.711	NPC198988
Intermediate Similarity	0.7108	NPC476098
Intermediate Similarity	0.7108	NPC134848
Intermediate Similarity	0.7107	NPC472112
Intermediate Similarity	0.7107	NPC83111
Intermediate Similarity	0.7104	NPC285469
Intermediate Similarity	0.71	NPC472293
Intermediate Similarity	0.7098	NPC113626
Intermediate Similarity	0.7097	NPC194740
Intermediate Similarity	0.7097	NPC471762
Intermediate Similarity	0.7089	NPC276657
Intermediate Similarity	0.7089	NPC14686
Intermediate Similarity	0.7088	NPC73952
Intermediate Similarity	0.7088	NPC469786
Intermediate Similarity	0.7088	NPC469765
Intermediate Similarity	0.7088	NPC25008
Intermediate Similarity	0.7088	NPC259644
Intermediate Similarity	0.7088	NPC469760
Intermediate Similarity	0.7088	NPC469763
Intermediate Similarity	0.7087	NPC244741
Intermediate Similarity	0.7087	NPC54420
Intermediate Similarity	0.7081	NPC110182
Intermediate Similarity	0.7079	NPC477004
Intermediate Similarity	0.7079	NPC192674
Intermediate Similarity	0.7079	NPC242556
Intermediate Similarity	0.7079	NPC100321
Intermediate Similarity	0.7075	NPC264285
Intermediate Similarity	0.7073	NPC132539
Intermediate Similarity	0.7073	NPC473376
Intermediate Similarity	0.7071	NPC129909
Intermediate Similarity	0.7067	NPC123839
Intermediate Similarity	0.7065	NPC74153
Intermediate Similarity	0.7062	NPC469928
Intermediate Similarity	0.7062	NPC117027
Intermediate Similarity	0.7062	NPC102755
Intermediate Similarity	0.7049	NPC70922
Intermediate Similarity	0.7049	NPC212376
Intermediate Similarity	0.7049	NPC470507
Intermediate Similarity	0.7049	NPC75540
Intermediate Similarity	0.7049	NPC211572
Intermediate Similarity	0.7049	NPC80597
Intermediate Similarity	0.7049	NPC38736
Intermediate Similarity	0.7044	NPC252338
Intermediate Similarity	0.7044	NPC214428
Intermediate Similarity	0.7043	NPC194881
Intermediate Similarity	0.7031	NPC284775
Intermediate Similarity	0.7031	NPC64436
Intermediate Similarity	0.703	NPC470499
Intermediate Similarity	0.703	NPC473640
Intermediate Similarity	0.7028	NPC312645
Intermediate Similarity	0.7026	NPC165495
Intermediate Similarity	0.7021	NPC114637
Intermediate Similarity	0.7019	NPC271862
Intermediate Similarity	0.7019	NPC162860
Intermediate Similarity	0.7019	NPC478158
Intermediate Similarity	0.7018	NPC66777
Intermediate Similarity	0.7017	NPC187951
Intermediate Similarity	0.7016	NPC189812
Intermediate Similarity	0.7016	NPC37268
Intermediate Similarity	0.7016	NPC329688

Drug Structure

NPD5592 OpenBabel08211708292D 32 35 0 0 0 0 0 0 0 0999 V2000 -3.2690 2.8833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8042 1.2361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6648 1.8546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3179 2.5743 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8532 0.9271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7427 -3.3224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6088 -2.8224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1590 -1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1590 1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8767 -1.8224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2815 0.3989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5602 0.8601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8767 -2.8224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7427 -1.3224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9506 -0.3443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6088 -1.8224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9021 -0.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3034 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6942 0.3601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9452 -0.2397 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0107 -3.3224 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.8966 -0.7226 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.3519 -1.1533 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1100 1.5962 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 6.4452 0.6263 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5352 1.6473 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3966 -1.5886 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4452 0.6263 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 14 1 0 0 0 0 4 27 1 0 0 0 0 5 27 1 0 0 0 0 6 7 2 0 0 0 0 6 15 1 0 0 0 0 7 18 1 0 0 0 0 8 9 1 0 0 0 0 8 19 1 0 0 0 0 9 28 1 0 0 0 0 10 11 1 0 0 0 0 10 27 1 0 0 0 0 11 28 1 0 0 0 0 12 15 2 0 0 0 0 12 16 1 0 0 0 0 13 17 2 0 0 0 0 13 20 1 0 0 0 0 14 20 2 0 0 0 0 14 21 1 0 0 0 0 15 24 1 0 0 0 0 16 17 1 0 0 0 0 16 18 2 0 0 0 0 17 22 1 0 0 0 0 18 26 1 0 0 0 0 19 21 2 0 0 0 0 19 25 1 0 0 0 0 20 25 1 0 0 0 0 21 23 1 0 0 0 0 22 26 2 0 0 0 0 22 29 1 0 0 0 0 23 28 1 0 0 0 0 23 30 2 0 0 0 0 25 31 1 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012102
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16662431
ChEBI
CAS Number

Drug Properties

Molecular Weight	410.21
ALogP	0.7225
MLogP	3.22
XLogP	3.42
HDA	6
HBD	2
Rotatable Bonds	11
TPSA	71.93
RO5 Violation	0