NPASS drugs

Drug Information

Drug ID:	NPD3454
Drug Name:	Osemozotan
Molecular Formula:	C19H21NO5
Canonical SMILES:	C(NC[C@H]1COc2c(O1)cccc2)CCOc1ccc2c(c1)OCO2
Standard InCHI:	InChI=1S/C19H21NO5/c1-2-5-18-16(4-1)22-12-15(25-18)11-20-8-3-9-21-14-6-7-17-19(10-14)24-13-23-17/h1-2,4-7,10,15,20H,3,8-9,11-13H2/t15-/m0/s1
Standard InCHIKey:	MEEQBDCQPIZMLY-HNNXBMFYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3454

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	191
0.1-0.2	1688
0.2-0.3	7377
0.3-0.4	6937
0.4-0.5	5334
0.5-0.6	6977
0.6-0.7	2319
0.7-0.8	67
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	0.7801	NPC247146
Intermediate Similarity	0.777	NPC25817
Intermediate Similarity	0.7698	NPC217854
Intermediate Similarity	0.766	NPC298845
Intermediate Similarity	0.766	NPC171533
Intermediate Similarity	0.7609	NPC276195
Intermediate Similarity	0.7606	NPC37074
Intermediate Similarity	0.7606	NPC469621
Intermediate Similarity	0.7535	NPC189589
Intermediate Similarity	0.7535	NPC469622
Intermediate Similarity	0.7518	NPC221090
Intermediate Similarity	0.75	NPC152722
Intermediate Similarity	0.7448	NPC60756
Intermediate Similarity	0.7447	NPC192810
Intermediate Similarity	0.7444	NPC95977
Intermediate Similarity	0.7397	NPC469698
Intermediate Similarity	0.7397	NPC473412
Intermediate Similarity	0.7397	NPC287780
Intermediate Similarity	0.7391	NPC228907
Intermediate Similarity	0.7368	NPC174522
Intermediate Similarity	0.7368	NPC80326
Intermediate Similarity	0.7329	NPC208769
Intermediate Similarity	0.7325	NPC474560
Intermediate Similarity	0.7303	NPC58137
Intermediate Similarity	0.7303	NPC300798
Intermediate Similarity	0.7297	NPC60982
Intermediate Similarity	0.7267	NPC329640
Intermediate Similarity	0.7194	NPC9248
Intermediate Similarity	0.7185	NPC247871
Intermediate Similarity	0.7171	NPC292487
Intermediate Similarity	0.7152	NPC172818
Intermediate Similarity	0.7152	NPC25695
Intermediate Similarity	0.7143	NPC311057
Intermediate Similarity	0.7143	NPC472562
Intermediate Similarity	0.7133	NPC474478
Intermediate Similarity	0.7115	NPC42716
Intermediate Similarity	0.7115	NPC474749
Intermediate Similarity	0.7115	NPC11422
Intermediate Similarity	0.7115	NPC205316
Intermediate Similarity	0.7115	NPC178014
Intermediate Similarity	0.7105	NPC59324
Intermediate Similarity	0.7105	NPC65530
Intermediate Similarity	0.7101	NPC142319
Intermediate Similarity	0.7097	NPC252169
Intermediate Similarity	0.7092	NPC214289
Intermediate Similarity	0.7071	NPC76915
Intermediate Similarity	0.7071	NPC151617
Intermediate Similarity	0.707	NPC162193
Intermediate Similarity	0.7067	NPC266848
Intermediate Similarity	0.7067	NPC136750
Intermediate Similarity	0.7059	NPC98777
Intermediate Similarity	0.7059	NPC212770
Intermediate Similarity	0.7048	NPC474858
Intermediate Similarity	0.7048	NPC329717
Intermediate Similarity	0.7039	NPC104167
Intermediate Similarity	0.7039	NPC242028
Intermediate Similarity	0.7039	NPC203230
Intermediate Similarity	0.7027	NPC218003
Intermediate Similarity	0.7014	NPC105147
Intermediate Similarity	0.7014	NPC228875
Intermediate Similarity	0.7014	NPC126216
Intermediate Similarity	0.7006	NPC307466
Intermediate Similarity	0.7	NPC261812
Intermediate Similarity	0.7	NPC162093
Intermediate Similarity	0.7	NPC72046
Intermediate Similarity	0.7	NPC238140
Intermediate Similarity	0.7	NPC65183
Remote Similarity	0.6993	NPC205850
Remote Similarity	0.6987	NPC81638
Remote Similarity	0.6981	NPC166584
Remote Similarity	0.6981	NPC71726
Remote Similarity	0.6981	NPC301961
Remote Similarity	0.6974	NPC470236
Remote Similarity	0.6974	NPC189474
Remote Similarity	0.6968	NPC469661
Remote Similarity	0.6962	NPC226540
Remote Similarity	0.6959	NPC31707
Remote Similarity	0.6954	NPC49074
Remote Similarity	0.6954	NPC215037
Remote Similarity	0.6944	NPC57751
Remote Similarity	0.6937	NPC240521
Remote Similarity	0.6933	NPC192255
Remote Similarity	0.6933	NPC121376
Remote Similarity	0.6928	NPC164857
Remote Similarity	0.6923	NPC475084
Remote Similarity	0.6923	NPC469559
Remote Similarity	0.6923	NPC189115
Remote Similarity	0.6918	NPC39657
Remote Similarity	0.6918	NPC227902
Remote Similarity	0.6908	NPC31530
Remote Similarity	0.6903	NPC27495
Remote Similarity	0.6899	NPC473934
Remote Similarity	0.6897	NPC261661
Remote Similarity	0.6893	NPC281581
Remote Similarity	0.6889	NPC41594
Remote Similarity	0.6887	NPC26080
Remote Similarity	0.6887	NPC165686
Remote Similarity	0.6887	NPC85799
Remote Similarity	0.6887	NPC303422
Remote Similarity	0.6886	NPC180306
Remote Similarity	0.6879	NPC244338
Remote Similarity	0.6875	NPC270751
Remote Similarity	0.6875	NPC175976
Remote Similarity	0.6875	NPC478237
Remote Similarity	0.6863	NPC25333
Remote Similarity	0.6863	NPC148893
Remote Similarity	0.6863	NPC49235
Remote Similarity	0.6863	NPC134968
Remote Similarity	0.6846	NPC210674
Remote Similarity	0.6842	NPC294166
Remote Similarity	0.6842	NPC329992
Remote Similarity	0.6842	NPC69513
Remote Similarity	0.6842	NPC115022
Remote Similarity	0.6842	NPC196937
Remote Similarity	0.6842	NPC215833
Remote Similarity	0.6842	NPC1474
Remote Similarity	0.6839	NPC32413
Remote Similarity	0.6839	NPC474506
Remote Similarity	0.6835	NPC25292
Remote Similarity	0.6835	NPC473045
Remote Similarity	0.6832	NPC55158
Remote Similarity	0.6832	NPC51328
Remote Similarity	0.6832	NPC286235
Remote Similarity	0.6829	NPC159922
Remote Similarity	0.6826	NPC218614
Remote Similarity	0.6824	NPC50683
Remote Similarity	0.6824	NPC110677
Remote Similarity	0.6824	NPC112571
Remote Similarity	0.6824	NPC285725
Remote Similarity	0.6818	NPC143895
Remote Similarity	0.6818	NPC78047
Remote Similarity	0.6818	NPC121651
Remote Similarity	0.6815	NPC107161
Remote Similarity	0.6803	NPC191768
Remote Similarity	0.6803	NPC92869
Remote Similarity	0.6803	NPC283170
Remote Similarity	0.68	NPC262641
Remote Similarity	0.68	NPC228769
Remote Similarity	0.68	NPC470633
Remote Similarity	0.6797	NPC251981
Remote Similarity	0.6797	NPC13745
Remote Similarity	0.6797	NPC187194
Remote Similarity	0.6797	NPC130496
Remote Similarity	0.6797	NPC188555
Remote Similarity	0.6797	NPC48863
Remote Similarity	0.6797	NPC476411
Remote Similarity	0.6795	NPC226547
Remote Similarity	0.6792	NPC475096
Remote Similarity	0.6792	NPC180953
Remote Similarity	0.6782	NPC258695
Remote Similarity	0.6782	NPC470879
Remote Similarity	0.6781	NPC211231
Remote Similarity	0.6776	NPC299144
Remote Similarity	0.6776	NPC7744
Remote Similarity	0.6774	NPC195196
Remote Similarity	0.6774	NPC102904
Remote Similarity	0.6774	NPC474282
Remote Similarity	0.6774	NPC196420
Remote Similarity	0.6774	NPC20796
Remote Similarity	0.6774	NPC107551
Remote Similarity	0.6774	NPC176051
Remote Similarity	0.6774	NPC185908
Remote Similarity	0.6774	NPC326797
Remote Similarity	0.6774	NPC103976
Remote Similarity	0.6772	NPC474808
Remote Similarity	0.6772	NPC473044
Remote Similarity	0.677	NPC130449
Remote Similarity	0.677	NPC248132
Remote Similarity	0.6768	NPC150670
Remote Similarity	0.6765	NPC232654
Remote Similarity	0.6759	NPC472596
Remote Similarity	0.6757	NPC320242
Remote Similarity	0.6757	NPC141739
Remote Similarity	0.6757	NPC136112
Remote Similarity	0.6755	NPC474491
Remote Similarity	0.6755	NPC79184
Remote Similarity	0.6755	NPC476399
Remote Similarity	0.6755	NPC307042
Remote Similarity	0.6755	NPC63574
Remote Similarity	0.6755	NPC237169
Remote Similarity	0.6755	NPC470624
Remote Similarity	0.6753	NPC238243
Remote Similarity	0.6753	NPC195022
Remote Similarity	0.6753	NPC224941
Remote Similarity	0.6753	NPC311430
Remote Similarity	0.6753	NPC469808
Remote Similarity	0.6752	NPC247291
Remote Similarity	0.6752	NPC312199
Remote Similarity	0.6752	NPC108674
Remote Similarity	0.675	NPC99515
Remote Similarity	0.675	NPC125755
Remote Similarity	0.675	NPC190714
Remote Similarity	0.6742	NPC313918
Remote Similarity	0.6733	NPC158471
Remote Similarity	0.6733	NPC302378
Remote Similarity	0.6733	NPC226862
Remote Similarity	0.6733	NPC165128
Remote Similarity	0.6733	NPC57119
Remote Similarity	0.6733	NPC82862
Remote Similarity	0.6733	NPC222127

Drug Structure

NPD3454 OpenBabel08211703112D 26 29 0 0 1 0 0 0 0 0999 V2000 -5.3190 0.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3190 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1229 -3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4530 1.3309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4530 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1229 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9889 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8549 0.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8549 -0.1691 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.5870 0.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5870 -0.1691 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 -0.9889 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -3.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7210 1.3309 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.8090 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 -2.7210 -0.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8549 -2.1691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 8 1 0 0 0 0 3 9 1 0 0 0 0 4 16 2 0 0 0 0 5 18 2 0 0 0 0 6 7 2 0 0 0 0 6 14 1 0 0 0 0 7 17 1 0 0 0 0 8 20 1 0 0 0 0 9 21 1 0 0 0 0 10 14 2 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 15 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 13 24 1 0 0 0 0 14 21 1 0 0 0 0 15 11 1 6 0 0 0 15 25 1 0 0 0 0 16 18 1 0 0 0 0 16 22 1 0 0 0 0 17 19 2 0 0 0 0 17 23 1 0 0 0 0 18 25 1 0 0 0 0 19 24 1 0 0 0 0 20 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000885
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	198746
ChEBI
CAS Number

Drug Properties

Molecular Weight	343.14
ALogP	-1.4774
MLogP	2.89
XLogP	2.888
HDA	1
HBD	1
Rotatable Bonds	7
TPSA	58.18
RO5 Violation	0