NPASS drugs

Drug Information

Drug ID:	NPD5600
Drug Name:	HP-290
Molecular Formula:	C23H27N3O2
Canonical SMILES:	CN1CC[C@@]2([C@H]1N(C)c1c2cc(cc1)OC(=O)N1CCc2c(C1)cccc2)C
Standard InCHI:	InChI=1S/C23H27N3O2/c1-23-11-13-24(2)21(23)25(3)20-9-8-18(14-19(20)23)28-22(27)26-12-10-16-6-4-5-7-17(16)15-26/h4-9,14,21H,10-13,15H2,1-3H3/t21-,23+/m1/s1
Standard InCHIKey:	IIFRKALDATVOJE-GGAORHGYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5600

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	303
0.1-0.2	1475
0.2-0.3	7613
0.3-0.4	4889
0.4-0.5	11292
0.5-0.6	4142
0.6-0.7	1103
0.7-0.8	69
0.8-0.85	2
0.85-0.9	2
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
High Similarity	0.8659	NPC230942
High Similarity	0.8659	NPC315498
Intermediate Similarity	0.8462	NPC85482
Intermediate Similarity	0.8012	NPC70172
Intermediate Similarity	0.7901	NPC21425
Intermediate Similarity	0.7819	NPC138830
Intermediate Similarity	0.7803	NPC24954
Intermediate Similarity	0.7717	NPC473569
Intermediate Similarity	0.7632	NPC127178
Intermediate Similarity	0.7514	NPC33507
Intermediate Similarity	0.7385	NPC470484
Intermediate Similarity	0.738	NPC477186
Intermediate Similarity	0.7377	NPC287588
Intermediate Similarity	0.7363	NPC285941
Intermediate Similarity	0.7358	NPC67904
Intermediate Similarity	0.735	NPC473006
Intermediate Similarity	0.7344	NPC71124
Intermediate Similarity	0.7314	NPC469428
Intermediate Similarity	0.7312	NPC249405
Intermediate Similarity	0.7302	NPC470483
Intermediate Similarity	0.73	NPC159815
Intermediate Similarity	0.7292	NPC161804
Intermediate Similarity	0.7277	NPC234772
Intermediate Similarity	0.7263	NPC473004
Intermediate Similarity	0.7263	NPC79213
Intermediate Similarity	0.7258	NPC179704
Intermediate Similarity	0.7255	NPC288110
Intermediate Similarity	0.7254	NPC100863
Intermediate Similarity	0.7249	NPC5630
Intermediate Similarity	0.7245	NPC207971
Intermediate Similarity	0.7225	NPC302001
Intermediate Similarity	0.7225	NPC470485
Intermediate Similarity	0.7225	NPC254957
Intermediate Similarity	0.7216	NPC5374
Intermediate Similarity	0.7211	NPC22476
Intermediate Similarity	0.7208	NPC268077
Intermediate Similarity	0.7208	NPC475147
Intermediate Similarity	0.7158	NPC312531
Intermediate Similarity	0.7151	NPC190461
Intermediate Similarity	0.715	NPC475133
Intermediate Similarity	0.7135	NPC93653
Intermediate Similarity	0.7128	NPC473007
Intermediate Similarity	0.7119	NPC78733
Intermediate Similarity	0.7101	NPC314682
Intermediate Similarity	0.7098	NPC243626
Intermediate Similarity	0.709	NPC33902
Intermediate Similarity	0.709	NPC276674
Intermediate Similarity	0.7083	NPC204970
Intermediate Similarity	0.7079	NPC471122
Intermediate Similarity	0.7079	NPC82541
Intermediate Similarity	0.7069	NPC475959
Intermediate Similarity	0.7068	NPC474904
Intermediate Similarity	0.7059	NPC188163
Intermediate Similarity	0.7059	NPC213206
Intermediate Similarity	0.7059	NPC474915
Intermediate Similarity	0.7059	NPC328750
Intermediate Similarity	0.7053	NPC10653
Intermediate Similarity	0.7053	NPC318525
Intermediate Similarity	0.7044	NPC10732
Intermediate Similarity	0.703	NPC269449
Intermediate Similarity	0.7022	NPC93593
Intermediate Similarity	0.7021	NPC98197
Intermediate Similarity	0.702	NPC473005
Intermediate Similarity	0.702	NPC52801
Intermediate Similarity	0.7017	NPC471124
Intermediate Similarity	0.7014	NPC473458
Intermediate Similarity	0.7011	NPC477185
Intermediate Similarity	0.701	NPC230313
Intermediate Similarity	0.7006	NPC233029
Intermediate Similarity	0.7006	NPC210148
Intermediate Similarity	0.7005	NPC25897
Intermediate Similarity	0.7	NPC246140
Intermediate Similarity	0.7	NPC195787
Remote Similarity	0.699	NPC126556
Remote Similarity	0.6989	NPC477187
Remote Similarity	0.6979	NPC473008
Remote Similarity	0.6974	NPC162653
Remote Similarity	0.6961	NPC472098
Remote Similarity	0.6961	NPC119722
Remote Similarity	0.6959	NPC470925
Remote Similarity	0.6959	NPC203972
Remote Similarity	0.6932	NPC219162
Remote Similarity	0.6931	NPC256288
Remote Similarity	0.6927	NPC320088
Remote Similarity	0.6923	NPC198401
Remote Similarity	0.6919	NPC241055
Remote Similarity	0.6919	NPC231924
Remote Similarity	0.6915	NPC261388
Remote Similarity	0.6915	NPC70092
Remote Similarity	0.6904	NPC23080
Remote Similarity	0.6904	NPC193906
Remote Similarity	0.6897	NPC185838
Remote Similarity	0.6895	NPC2933
Remote Similarity	0.6893	NPC223125
Remote Similarity	0.6891	NPC174629
Remote Similarity	0.6891	NPC474059
Remote Similarity	0.6889	NPC31311
Remote Similarity	0.6889	NPC234392
Remote Similarity	0.6884	NPC295676
Remote Similarity	0.6879	NPC476567
Remote Similarity	0.6879	NPC136860
Remote Similarity	0.6879	NPC128019
Remote Similarity	0.6878	NPC127996
Remote Similarity	0.6875	NPC77777
Remote Similarity	0.6875	NPC96321
Remote Similarity	0.6868	NPC215829
Remote Similarity	0.6868	NPC97072
Remote Similarity	0.6865	NPC471604
Remote Similarity	0.6859	NPC102760
Remote Similarity	0.6859	NPC259626
Remote Similarity	0.6848	NPC168409
Remote Similarity	0.6848	NPC231198
Remote Similarity	0.6845	NPC65403
Remote Similarity	0.6842	NPC222046
Remote Similarity	0.6842	NPC219397
Remote Similarity	0.6839	NPC217294
Remote Similarity	0.6834	NPC329793
Remote Similarity	0.6833	NPC76079
Remote Similarity	0.6833	NPC216459
Remote Similarity	0.6833	NPC41178
Remote Similarity	0.6833	NPC138487
Remote Similarity	0.6827	NPC195636
Remote Similarity	0.6825	NPC85613
Remote Similarity	0.6825	NPC5167
Remote Similarity	0.6823	NPC473615
Remote Similarity	0.682	NPC160113
Remote Similarity	0.682	NPC476220
Remote Similarity	0.6818	NPC16107
Remote Similarity	0.6818	NPC476151
Remote Similarity	0.6818	NPC51957
Remote Similarity	0.6818	NPC138615
Remote Similarity	0.6818	NPC476144
Remote Similarity	0.6818	NPC106295
Remote Similarity	0.6818	NPC265642
Remote Similarity	0.6818	NPC90844
Remote Similarity	0.6818	NPC218733
Remote Similarity	0.6818	NPC210437
Remote Similarity	0.6818	NPC95075
Remote Similarity	0.6818	NPC253883
Remote Similarity	0.6818	NPC179825
Remote Similarity	0.6818	NPC321505
Remote Similarity	0.6818	NPC191376
Remote Similarity	0.6818	NPC132874
Remote Similarity	0.6816	NPC223124
Remote Similarity	0.6816	NPC148898
Remote Similarity	0.6813	NPC477080
Remote Similarity	0.681	NPC476069
Remote Similarity	0.68	NPC130926
Remote Similarity	0.6798	NPC478075
Remote Similarity	0.6796	NPC146288
Remote Similarity	0.6796	NPC147091
Remote Similarity	0.6791	NPC311991
Remote Similarity	0.6788	NPC229484
Remote Similarity	0.6784	NPC212163
Remote Similarity	0.6782	NPC156728
Remote Similarity	0.6782	NPC87714
Remote Similarity	0.6782	NPC244606
Remote Similarity	0.678	NPC130941
Remote Similarity	0.678	NPC24233
Remote Similarity	0.678	NPC147390
Remote Similarity	0.678	NPC476571
Remote Similarity	0.678	NPC246587
Remote Similarity	0.678	NPC7467
Remote Similarity	0.678	NPC471304
Remote Similarity	0.678	NPC428
Remote Similarity	0.678	NPC135538
Remote Similarity	0.6778	NPC315257
Remote Similarity	0.6776	NPC266753
Remote Similarity	0.6776	NPC471513
Remote Similarity	0.6776	NPC232924
Remote Similarity	0.6776	NPC160298
Remote Similarity	0.6776	NPC306902
Remote Similarity	0.6776	NPC477559
Remote Similarity	0.6774	NPC474324
Remote Similarity	0.6774	NPC57812
Remote Similarity	0.6769	NPC203628
Remote Similarity	0.6766	NPC160193
Remote Similarity	0.6765	NPC82548
Remote Similarity	0.676	NPC81733
Remote Similarity	0.676	NPC326316
Remote Similarity	0.6754	NPC176127
Remote Similarity	0.6753	NPC292675
Remote Similarity	0.6749	NPC472111
Remote Similarity	0.6746	NPC325568
Remote Similarity	0.6744	NPC311906
Remote Similarity	0.6742	NPC103379
Remote Similarity	0.6742	NPC477565
Remote Similarity	0.6738	NPC475845
Remote Similarity	0.6738	NPC82533
Remote Similarity	0.6738	NPC290759
Remote Similarity	0.6738	NPC285622
Remote Similarity	0.6738	NPC266176
Remote Similarity	0.6738	NPC158148
Remote Similarity	0.6737	NPC474470
Remote Similarity	0.6725	NPC7018
Remote Similarity	0.6723	NPC109787
Remote Similarity	0.6704	NPC13397
Remote Similarity	0.6703	NPC193410
Remote Similarity	0.6703	NPC301163
Remote Similarity	0.6702	NPC75958

Drug Structure

NPD5600 OpenBabel08211708292D 28 32 0 0 1 0 0 0 0 0999 V2000 -2.1131 1.8191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6361 -1.9273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8640 -0.5034 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2750 2.8052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2750 3.8202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3960 2.2977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3960 4.3277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8044 2.3413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8044 1.4133 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6379 2.2977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4354 0.4860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7589 2.8052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4362 -0.4634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8028 2.3413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6379 4.3277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5169 2.8052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5169 3.8202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0008 2.8052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8028 1.4133 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0008 0.9494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8164 -0.4637 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8798 4.3277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6192 0.9496 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6326 -0.9273 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 1.7589 3.8202 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8798 5.3428 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0008 3.8202 0.0000 O 0 0 0 0 0 0 0 0 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 16 2 0 0 0 0 7 17 2 0 0 0 0 8 9 2 0 0 0 0 8 18 1 0 0 0 0 9 20 1 0 0 0 0 10 12 1 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 11 23 1 0 0 0 0 12 26 1 0 0 0 0 13 24 1 0 0 0 0 14 18 2 0 0 0 0 14 19 1 0 0 0 0 15 17 1 0 0 0 0 15 26 1 0 0 0 0 16 17 1 0 0 0 0 18 28 1 0 0 0 0 19 20 2 0 0 0 0 19 23 1 0 0 0 0 20 25 1 0 0 0 0 21 23 1 1 0 0 0 21 24 1 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 23 1 1 6 0 0 0 M END $$$$

External Identifiers

TTD	DIB002342
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	377.21
ALogP	1.0974
MLogP	3.44
XLogP	4.98
HDA	4
HBD	0
Rotatable Bonds	6
TPSA	36.02
RO5 Violation	0