NPASS drugs

Drug Information

Drug ID:	NPD4520
Drug Name:
Molecular Formula:	C21H25BrN2O3
Canonical SMILES:	COC(=O)[C@@]1(O)C[C@]2(CC)CCCN3[C@@H]2c2n1c1cc(Br)ccc1c2CC3
Standard InCHI:	InChI=1S/C21H25BrN2O3/c1-3-20-8-4-9-23-10-7-15-14-6-5-13(22)11-16(14)24(17(15)18(20)23)21(26,12-20)19(25)27-2/h5-6,11,18,26H,3-4,7-10,12H2,1-2H3/t18-,20+,21+/m1/s1
Standard InCHIKey:	WYIJGAVIVKPUGJ-GIVPXCGWSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4520

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	238
0.1-0.2	1294
0.2-0.3	8373
0.3-0.4	15557
0.4-0.5	2435
0.5-0.6	1949
0.6-0.7	920
0.7-0.8	117
0.8-0.85	4
0.85-0.9	1
0.9-0.95	2
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
High Similarity	0.9297	NPC289299
High Similarity	0.9297	NPC57994
High Similarity	0.8556	NPC143533
Intermediate Similarity	0.841	NPC469736
Intermediate Similarity	0.8173	NPC472116
Intermediate Similarity	0.8135	NPC478077
Intermediate Similarity	0.801	NPC133261
Intermediate Similarity	0.791	NPC52557
Intermediate Similarity	0.7908	NPC472323
Intermediate Similarity	0.7906	NPC121903
Intermediate Similarity	0.7876	NPC15840
Intermediate Similarity	0.7846	NPC472119
Intermediate Similarity	0.7784	NPC469896
Intermediate Similarity	0.7778	NPC175474
Intermediate Similarity	0.7762	NPC207020
Intermediate Similarity	0.7754	NPC255229
Intermediate Similarity	0.7754	NPC81229
Intermediate Similarity	0.7732	NPC219336
Intermediate Similarity	0.7716	NPC472107
Intermediate Similarity	0.7716	NPC79062
Intermediate Similarity	0.768	NPC217372
Intermediate Similarity	0.768	NPC183662
Intermediate Similarity	0.768	NPC15573
Intermediate Similarity	0.7665	NPC258480
Intermediate Similarity	0.7619	NPC194881
Intermediate Similarity	0.7612	NPC472097
Intermediate Similarity	0.7588	NPC66210
Intermediate Similarity	0.7573	NPC49196
Intermediate Similarity	0.7573	NPC79129
Intermediate Similarity	0.7573	NPC313985
Intermediate Similarity	0.7573	NPC195461
Intermediate Similarity	0.7573	NPC81654
Intermediate Similarity	0.7573	NPC249150
Intermediate Similarity	0.7549	NPC245916
Intermediate Similarity	0.7525	NPC472104
Intermediate Similarity	0.7512	NPC111602
Intermediate Similarity	0.7512	NPC63199
Intermediate Similarity	0.7512	NPC262898
Intermediate Similarity	0.7512	NPC196251
Intermediate Similarity	0.7512	NPC102338
Intermediate Similarity	0.7476	NPC50503
Intermediate Similarity	0.7475	NPC113626
Intermediate Similarity	0.7463	NPC179701
Intermediate Similarity	0.7451	NPC88315
Intermediate Similarity	0.7449	NPC472122
Intermediate Similarity	0.7449	NPC24594
Intermediate Similarity	0.7437	NPC159125
Intermediate Similarity	0.7424	NPC472105
Intermediate Similarity	0.7424	NPC187827
Intermediate Similarity	0.7411	NPC234987
Intermediate Similarity	0.7389	NPC472112
Intermediate Similarity	0.7352	NPC474195
Intermediate Similarity	0.7339	NPC475736
Intermediate Similarity	0.7321	NPC254240
Intermediate Similarity	0.7321	NPC312870
Intermediate Similarity	0.7321	NPC128265
Intermediate Similarity	0.7321	NPC294909
Intermediate Similarity	0.7321	NPC199851
Intermediate Similarity	0.7317	NPC472113
Intermediate Similarity	0.7308	NPC149708
Intermediate Similarity	0.7306	NPC52254
Intermediate Similarity	0.7297	NPC474196
Intermediate Similarity	0.7286	NPC248462
Intermediate Similarity	0.7268	NPC2165
Intermediate Similarity	0.7268	NPC243716
Intermediate Similarity	0.7264	NPC472110
Intermediate Similarity	0.7264	NPC472109
Intermediate Similarity	0.7259	NPC472123
Intermediate Similarity	0.7252	NPC475271
Intermediate Similarity	0.7236	NPC326575
Intermediate Similarity	0.7193	NPC245055
Intermediate Similarity	0.7184	NPC473763
Intermediate Similarity	0.7184	NPC117244
Intermediate Similarity	0.7178	NPC472108
Intermediate Similarity	0.7178	NPC139291
Intermediate Similarity	0.7164	NPC91179
Intermediate Similarity	0.7163	NPC19692
Intermediate Similarity	0.7163	NPC220151
Intermediate Similarity	0.715	NPC238457
Intermediate Similarity	0.7143	NPC472115
Intermediate Similarity	0.7143	NPC472114
Intermediate Similarity	0.7136	NPC469938
Intermediate Similarity	0.7136	NPC314333
Intermediate Similarity	0.7136	NPC476098
Intermediate Similarity	0.7136	NPC329858
Intermediate Similarity	0.7128	NPC271797
Intermediate Similarity	0.7128	NPC21174
Intermediate Similarity	0.7115	NPC269886
Intermediate Similarity	0.7115	NPC247735
Intermediate Similarity	0.7115	NPC472295
Intermediate Similarity	0.7115	NPC472210
Intermediate Similarity	0.7115	NPC81802
Intermediate Similarity	0.7114	NPC126709
Intermediate Similarity	0.7114	NPC248041
Intermediate Similarity	0.7107	NPC317430
Intermediate Similarity	0.7104	NPC281049
Intermediate Similarity	0.7104	NPC82070
Intermediate Similarity	0.7104	NPC174788
Intermediate Similarity	0.7091	NPC476114
Intermediate Similarity	0.7089	NPC57398
Intermediate Similarity	0.7085	NPC161861
Intermediate Similarity	0.7073	NPC62749
Intermediate Similarity	0.7073	NPC235684
Intermediate Similarity	0.7065	NPC145885
Intermediate Similarity	0.7065	NPC14113
Intermediate Similarity	0.7065	NPC84827
Intermediate Similarity	0.7056	NPC184680
Intermediate Similarity	0.7053	NPC469501
Intermediate Similarity	0.7053	NPC469470
Intermediate Similarity	0.7041	NPC469541
Intermediate Similarity	0.7032	NPC472098
Intermediate Similarity	0.703	NPC283219
Intermediate Similarity	0.7026	NPC470785
Intermediate Similarity	0.7019	NPC129909
Intermediate Similarity	0.7018	NPC234999
Intermediate Similarity	0.7015	NPC267885
Intermediate Similarity	0.7015	NPC134586
Intermediate Similarity	0.7009	NPC162730
Intermediate Similarity	0.7004	NPC304307
Intermediate Similarity	0.7004	NPC118559
Intermediate Similarity	0.7004	NPC261251
Intermediate Similarity	0.7004	NPC34580
Intermediate Similarity	0.7004	NPC124920
Intermediate Similarity	0.7	NPC288074
Remote Similarity	0.6995	NPC214428
Remote Similarity	0.6995	NPC106771
Remote Similarity	0.6995	NPC205254
Remote Similarity	0.6995	NPC23420
Remote Similarity	0.6995	NPC303820
Remote Similarity	0.699	NPC315555
Remote Similarity	0.6982	NPC312645
Remote Similarity	0.698	NPC211997
Remote Similarity	0.6976	NPC470003
Remote Similarity	0.6974	NPC33949
Remote Similarity	0.6974	NPC100547
Remote Similarity	0.6972	NPC478158
Remote Similarity	0.6965	NPC149155
Remote Similarity	0.6965	NPC203468
Remote Similarity	0.6965	NPC110500
Remote Similarity	0.6964	NPC472099
Remote Similarity	0.6963	NPC475935
Remote Similarity	0.6963	NPC52909
Remote Similarity	0.6963	NPC94211
Remote Similarity	0.696	NPC214142
Remote Similarity	0.6959	NPC53344
Remote Similarity	0.6957	NPC63031
Remote Similarity	0.6955	NPC475778
Remote Similarity	0.6953	NPC474183
Remote Similarity	0.6953	NPC82472
Remote Similarity	0.695	NPC158129
Remote Similarity	0.6943	NPC322135
Remote Similarity	0.6943	NPC95240
Remote Similarity	0.6943	NPC223409
Remote Similarity	0.693	NPC474116
Remote Similarity	0.6923	NPC129721
Remote Similarity	0.6923	NPC472291
Remote Similarity	0.6923	NPC89508
Remote Similarity	0.6923	NPC221100
Remote Similarity	0.6923	NPC234078
Remote Similarity	0.6919	NPC195507
Remote Similarity	0.6915	NPC477976
Remote Similarity	0.6913	NPC14288
Remote Similarity	0.6912	NPC277350
Remote Similarity	0.6905	NPC55493
Remote Similarity	0.6897	NPC33064
Remote Similarity	0.6897	NPC64436
Remote Similarity	0.6892	NPC478157
Remote Similarity	0.6883	NPC321592
Remote Similarity	0.6883	NPC54803
Remote Similarity	0.6881	NPC244741
Remote Similarity	0.688	NPC470784
Remote Similarity	0.6878	NPC20144
Remote Similarity	0.6872	NPC285469
Remote Similarity	0.6869	NPC241024
Remote Similarity	0.6863	NPC55772
Remote Similarity	0.6861	NPC152768
Remote Similarity	0.6861	NPC74969
Remote Similarity	0.6861	NPC469928
Remote Similarity	0.6861	NPC148183
Remote Similarity	0.686	NPC62510
Remote Similarity	0.6856	NPC478076
Remote Similarity	0.6854	NPC141454
Remote Similarity	0.6853	NPC284888
Remote Similarity	0.6852	NPC476874
Remote Similarity	0.6845	NPC469358
Remote Similarity	0.6842	NPC321708
Remote Similarity	0.6842	NPC61435
Remote Similarity	0.6832	NPC64055
Remote Similarity	0.6827	NPC311858
Remote Similarity	0.6825	NPC472292
Remote Similarity	0.6825	NPC473342
Remote Similarity	0.6825	NPC477167
Remote Similarity	0.682	NPC165599
Remote Similarity	0.6818	NPC469743
Remote Similarity	0.6814	NPC111275
Remote Similarity	0.6812	NPC228835
Remote Similarity	0.6802	NPC264176
Remote Similarity	0.68	NPC109447
Remote Similarity	0.68	NPC473310
Remote Similarity	0.6797	NPC477175

Drug Structure

NPD4520 OpenBabel08211705262D 28 32 0 0 1 0 0 0 0 0999 V2000 -2.9412 -1.0031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2335 2.3714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3189 -0.5938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1647 -2.2156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3475 -0.9674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5107 -1.4504 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8362 -2.4163 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2201 -1.4729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5494 -2.6353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0006 -2.8992 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5111 0.4826 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6738 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3477 -0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6737 -0.9671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8364 -1.4500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6738 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 -0.9667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8375 -1.4497 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8370 1.4494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6740 -0.9664 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8371 0.4833 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1632 0.4699 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -0.8377 -2.4159 0.0000 N 0 0 3 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 -0.3047 2.2557 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6738 0.9664 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8014 1.5073 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2060 0.1600 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 27 1 0 0 0 0 4 8 1 0 0 0 0 4 9 1 0 0 0 0 5 6 2 0 0 0 0 5 13 1 0 0 0 0 6 14 1 0 0 0 0 7 10 1 0 0 0 0 7 15 1 0 0 0 0 8 20 1 0 0 0 0 9 23 1 0 0 0 0 10 23 1 0 0 0 0 11 13 2 0 0 0 0 11 16 1 0 0 0 0 12 20 1 0 0 0 0 12 21 1 0 0 0 0 13 22 1 0 0 0 0 14 15 1 0 0 0 0 14 16 2 0 0 0 0 15 17 2 0 0 0 0 16 24 1 0 0 0 0 17 18 1 0 0 0 0 17 24 1 0 0 0 0 18 20 1 1 0 0 0 18 23 1 0 0 0 0 19 25 2 0 0 0 0 19 27 1 0 0 0 0 20 3 1 6 0 0 0 21 19 1 6 0 0 0 21 24 1 0 0 0 0 21 26 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001524
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5282434
ChEBI
CAS Number

Drug Properties

Molecular Weight	432.10
ALogP	0.4884
MLogP	3.11
XLogP	3.484
HDA	5
HBD	1
Rotatable Bonds	7
TPSA	54.7
RO5 Violation	0