NPASS drugs

Drug Information

Drug ID:	NPD3365
Drug Name:	odapipam
Molecular Formula:	C19H20ClNO2
Canonical SMILES:	CN1CCc2c([C@H](C1)c1cccc3c1OCC3)cc(c(c2)Cl)O
Standard InCHI:	InChI=1S/C19H20ClNO2/c1-21-7-5-13-9-17(20)18(22)10-15(13)16(11-21)14-4-2-3-12-6-8-23-19(12)14/h2-4,9-10,16,22H,5-8,11H2,1H3/t16-/m1/s1
Standard InCHIKey:	SKMVRXPBCSTNKE-MRXNPFEDSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3365

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	203
0.1-0.2	1325
0.2-0.3	4274
0.3-0.4	9072
0.4-0.5	3936
0.5-0.6	9751
0.6-0.7	2266
0.7-0.8	63
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	0.7544	NPC18402
Intermediate Similarity	0.7529	NPC148014
Intermediate Similarity	0.7529	NPC78359
Intermediate Similarity	0.7529	NPC129603
Intermediate Similarity	0.7529	NPC40389
Intermediate Similarity	0.7529	NPC65490
Intermediate Similarity	0.7529	NPC315707
Intermediate Similarity	0.7305	NPC476151
Intermediate Similarity	0.7273	NPC124657
Intermediate Similarity	0.7257	NPC293871
Intermediate Similarity	0.7257	NPC124433
Intermediate Similarity	0.725	NPC139335
Intermediate Similarity	0.7219	NPC103379
Intermediate Similarity	0.7219	NPC477565
Intermediate Similarity	0.7213	NPC474498
Intermediate Similarity	0.719	NPC321133
Intermediate Similarity	0.7188	NPC193334
Intermediate Similarity	0.7186	NPC185838
Intermediate Similarity	0.717	NPC246991
Intermediate Similarity	0.7161	NPC150026
Intermediate Similarity	0.7151	NPC475557
Intermediate Similarity	0.7101	NPC321505
Intermediate Similarity	0.7101	NPC191376
Intermediate Similarity	0.7101	NPC179825
Intermediate Similarity	0.7095	NPC83198
Intermediate Similarity	0.7095	NPC204908
Intermediate Similarity	0.7089	NPC8058
Intermediate Similarity	0.7083	NPC145304
Intermediate Similarity	0.7073	NPC193528
Intermediate Similarity	0.7069	NPC323443
Intermediate Similarity	0.7069	NPC180756
Intermediate Similarity	0.7059	NPC24233
Intermediate Similarity	0.7059	NPC147390
Intermediate Similarity	0.7059	NPC428
Intermediate Similarity	0.7059	NPC246587
Intermediate Similarity	0.7059	NPC476571
Intermediate Similarity	0.7059	NPC135538
Intermediate Similarity	0.7048	NPC252901
Intermediate Similarity	0.7045	NPC27410
Intermediate Similarity	0.7045	NPC166014
Intermediate Similarity	0.7039	NPC298979
Intermediate Similarity	0.7025	NPC81641
Intermediate Similarity	0.7022	NPC134858
Intermediate Similarity	0.7011	NPC193949
Intermediate Similarity	0.7011	NPC127674
Intermediate Similarity	0.7011	NPC469817
Intermediate Similarity	0.7011	NPC207757
Intermediate Similarity	0.7011	NPC184026
Intermediate Similarity	0.7011	NPC5238
Intermediate Similarity	0.7011	NPC110416
Intermediate Similarity	0.7011	NPC39701
Intermediate Similarity	0.7011	NPC204828
Intermediate Similarity	0.7011	NPC295691
Intermediate Similarity	0.7011	NPC189266
Intermediate Similarity	0.7011	NPC172765
Intermediate Similarity	0.7011	NPC249797
Intermediate Similarity	0.7011	NPC276588
Intermediate Similarity	0.7011	NPC54379
Intermediate Similarity	0.7011	NPC2413
Intermediate Similarity	0.7011	NPC278799
Intermediate Similarity	0.7006	NPC255253
Intermediate Similarity	0.7006	NPC60186
Intermediate Similarity	0.7	NPC264938
Remote Similarity	0.6994	NPC26601
Remote Similarity	0.6989	NPC221864
Remote Similarity	0.6978	NPC232386
Remote Similarity	0.6978	NPC152680
Remote Similarity	0.6978	NPC190783
Remote Similarity	0.6966	NPC233650
Remote Similarity	0.6966	NPC1229
Remote Similarity	0.6954	NPC477564
Remote Similarity	0.6954	NPC2295
Remote Similarity	0.6949	NPC119649
Remote Similarity	0.6949	NPC271388
Remote Similarity	0.6949	NPC205255
Remote Similarity	0.6949	NPC230956
Remote Similarity	0.6949	NPC235143
Remote Similarity	0.6944	NPC210140
Remote Similarity	0.6941	NPC473934
Remote Similarity	0.6935	NPC302449
Remote Similarity	0.6932	NPC79328
Remote Similarity	0.6927	NPC238530
Remote Similarity	0.6927	NPC232514
Remote Similarity	0.6927	NPC276944
Remote Similarity	0.6923	NPC129176
Remote Similarity	0.6919	NPC60538
Remote Similarity	0.6919	NPC207824
Remote Similarity	0.6919	NPC211296
Remote Similarity	0.691	NPC80759
Remote Similarity	0.691	NPC79402
Remote Similarity	0.6909	NPC131204
Remote Similarity	0.6909	NPC301050
Remote Similarity	0.6897	NPC133011
Remote Similarity	0.6897	NPC82285
Remote Similarity	0.6894	NPC283079
Remote Similarity	0.6886	NPC314682
Remote Similarity	0.6882	NPC305847
Remote Similarity	0.6879	NPC97221
Remote Similarity	0.6879	NPC220858
Remote Similarity	0.6879	NPC192768
Remote Similarity	0.6879	NPC274026
Remote Similarity	0.6879	NPC88249
Remote Similarity	0.6879	NPC151895
Remote Similarity	0.6875	NPC147091
Remote Similarity	0.6875	NPC186063
Remote Similarity	0.6872	NPC324144
Remote Similarity	0.686	NPC7467
Remote Similarity	0.6859	NPC263835
Remote Similarity	0.6855	NPC33402
Remote Similarity	0.6854	NPC205167
Remote Similarity	0.6854	NPC249274
Remote Similarity	0.6852	NPC185313
Remote Similarity	0.6851	NPC117188
Remote Similarity	0.6851	NPC205421
Remote Similarity	0.6851	NPC474931
Remote Similarity	0.6851	NPC158376
Remote Similarity	0.6851	NPC145832
Remote Similarity	0.6851	NPC81218
Remote Similarity	0.6851	NPC284842
Remote Similarity	0.6851	NPC12053
Remote Similarity	0.6851	NPC150879
Remote Similarity	0.6851	NPC306555
Remote Similarity	0.6848	NPC187616
Remote Similarity	0.6848	NPC49603
Remote Similarity	0.6848	NPC473107
Remote Similarity	0.6848	NPC11147
Remote Similarity	0.6848	NPC193026
Remote Similarity	0.6845	NPC328750
Remote Similarity	0.6845	NPC474915
Remote Similarity	0.6845	NPC188163
Remote Similarity	0.6845	NPC213206
Remote Similarity	0.6845	NPC470925
Remote Similarity	0.6842	NPC206900
Remote Similarity	0.6842	NPC141003
Remote Similarity	0.6842	NPC35344
Remote Similarity	0.6839	NPC76213
Remote Similarity	0.6839	NPC326316
Remote Similarity	0.6839	NPC277669
Remote Similarity	0.6839	NPC81733
Remote Similarity	0.6833	NPC477563
Remote Similarity	0.6833	NPC253043
Remote Similarity	0.6833	NPC136508
Remote Similarity	0.6833	NPC212794
Remote Similarity	0.6833	NPC96603
Remote Similarity	0.6833	NPC306843
Remote Similarity	0.6833	NPC13504
Remote Similarity	0.6833	NPC78222
Remote Similarity	0.6833	NPC196447
Remote Similarity	0.6832	NPC172403
Remote Similarity	0.6829	NPC325568
Remote Similarity	0.6821	NPC219162
Remote Similarity	0.6811	NPC241704
Remote Similarity	0.681	NPC196193
Remote Similarity	0.6807	NPC42793
Remote Similarity	0.6807	NPC231884
Remote Similarity	0.6807	NPC167944
Remote Similarity	0.6802	NPC210437
Remote Similarity	0.6802	NPC106295
Remote Similarity	0.6802	NPC476144
Remote Similarity	0.6802	NPC16107
Remote Similarity	0.6802	NPC51957
Remote Similarity	0.6798	NPC111485
Remote Similarity	0.6796	NPC476573
Remote Similarity	0.6796	NPC151030
Remote Similarity	0.6796	NPC256012
Remote Similarity	0.6796	NPC195392
Remote Similarity	0.6796	NPC42549
Remote Similarity	0.6796	NPC35627
Remote Similarity	0.6796	NPC250846
Remote Similarity	0.6796	NPC269383
Remote Similarity	0.6796	NPC81247
Remote Similarity	0.6796	NPC317272
Remote Similarity	0.6796	NPC268503
Remote Similarity	0.6796	NPC240841
Remote Similarity	0.6791	NPC45072
Remote Similarity	0.6788	NPC26394
Remote Similarity	0.678	NPC29647
Remote Similarity	0.678	NPC146288
Remote Similarity	0.6774	NPC114364
Remote Similarity	0.6774	NPC320223
Remote Similarity	0.677	NPC218323
Remote Similarity	0.6768	NPC196765
Remote Similarity	0.6768	NPC118114
Remote Similarity	0.6768	NPC118419
Remote Similarity	0.6768	NPC17343
Remote Similarity	0.6768	NPC300875
Remote Similarity	0.6768	NPC129784
Remote Similarity	0.6768	NPC280653
Remote Similarity	0.6768	NPC207892
Remote Similarity	0.6768	NPC236014
Remote Similarity	0.6768	NPC206224
Remote Similarity	0.6768	NPC150011
Remote Similarity	0.6768	NPC268917
Remote Similarity	0.6768	NPC12875
Remote Similarity	0.6768	NPC129106
Remote Similarity	0.6768	NPC228369
Remote Similarity	0.6768	NPC476166
Remote Similarity	0.6768	NPC164574
Remote Similarity	0.6766	NPC231163
Remote Similarity	0.6766	NPC209985

Drug Structure

NPD3365 OpenBabel08211703112D 24 27 0 0 1 0 0 0 0 0999 V2000 3.8510 -2.9097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4600 -2.9497 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1931 -2.2696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4956 -2.6550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6196 -0.2618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5461 -0.4769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9144 -1.2174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9463 0.3232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6887 1.1035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9567 0.1035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3538 -2.1184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9705 -1.2946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6887 0.1035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7181 -1.6801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8227 -0.3965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6737 -1.3853 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8227 1.6035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9567 1.1035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0150 -0.9999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8227 2.6035 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.3510 -2.0436 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0907 1.6035 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0907 2.6035 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 12 1 0 0 0 0 4 14 2 0 0 0 0 5 7 1 0 0 0 0 5 13 1 0 0 0 0 6 8 1 0 0 0 0 6 12 1 0 0 0 0 7 21 1 0 0 0 0 8 23 1 0 0 0 0 9 13 2 0 0 0 0 9 17 1 0 0 0 0 10 15 2 0 0 0 0 10 18 1 0 0 0 0 11 16 1 0 0 0 0 11 21 1 0 0 0 0 12 19 2 0 0 0 0 13 15 1 0 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 16 14 1 6 0 0 0 17 18 2 0 0 0 0 17 20 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 22 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007867
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	329.12
ALogP	0.7571
MLogP	3.11
XLogP	3.419
HDA	1
HBD	1
Rotatable Bonds	4
TPSA	32.7
RO5 Violation	0