NPASS drugs

Drug Information

Drug ID:	NPD2000
Drug Name:	Encenicline
Molecular Formula:	C16H17ClN2OS
Canonical SMILES:	O=C(c1cc2c(s1)c(Cl)ccc2)N[C@H]1CN2CCC1CC2
Standard InCHI:	InChI=1S/C16H17ClN2OS/c17-12-3-1-2-11-8-14(21-15(11)12)16(20)18-13-9-19-6-4-10(13)5-7-19/h1-3,8,10,13H,4-7,9H2,(H,18,20)/t13-/m0/s1
Standard InCHIKey:	SSRDSYXGYPJKRR-ZDUSSCGKSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2000

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	358
0.1-0.2	2957
0.2-0.3	11016
0.3-0.4	13106
0.4-0.5	3149
0.5-0.6	295
0.6-0.7	9
0.7-0.8	0
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
Remote Similarity	0.6667	NPC113099
Remote Similarity	0.6607	NPC313850
Remote Similarity	0.642	NPC126458
Remote Similarity	0.6174	NPC473418
Remote Similarity	0.6144	NPC181390
Remote Similarity	0.6111	NPC79698
Remote Similarity	0.6108	NPC316104
Remote Similarity	0.6108	NPC162417
Remote Similarity	0.6096	NPC120203
Remote Similarity	0.5988	NPC473962
Remote Similarity	0.596	NPC167336
Remote Similarity	0.5901	NPC27833
Remote Similarity	0.5896	NPC471164
Remote Similarity	0.5882	NPC55529
Remote Similarity	0.5802	NPC302169
Remote Similarity	0.5775	NPC475920
Remote Similarity	0.5765	NPC130655
Remote Similarity	0.5731	NPC474473
Remote Similarity	0.5714	NPC476440
Remote Similarity	0.5695	NPC11466
Remote Similarity	0.5692	NPC470205
Remote Similarity	0.5689	NPC322433
Remote Similarity	0.5679	NPC320656
Remote Similarity	0.5676	NPC256452
Remote Similarity	0.5671	NPC71684
Remote Similarity	0.5646	NPC473661
Remote Similarity	0.5635	NPC473329
Remote Similarity	0.5625	NPC305602
Remote Similarity	0.5625	NPC468984
Remote Similarity	0.5625	NPC17497
Remote Similarity	0.5622	NPC477887
Remote Similarity	0.5614	NPC194857
Remote Similarity	0.5614	NPC32858
Remote Similarity	0.5608	NPC246757
Remote Similarity	0.5608	NPC291070
Remote Similarity	0.5606	NPC141612
Remote Similarity	0.5606	NPC17273
Remote Similarity	0.5606	NPC135601
Remote Similarity	0.56	NPC469560

Drug Structure

NPD2000 OpenBabel08211701392D 22 25 0 0 1 0 0 0 0 0999 V2000 0.1795 -2.5708 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5681 -2.1392 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9270 -2.1392 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6475 0.2624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1946 -1.7795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8264 0.5783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3735 -1.4637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2096 -0.6984 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8557 -0.0614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3315 -0.9166 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.5681 -1.2760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9270 -1.2760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9419 -0.3062 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8585 0.0902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1795 -0.8444 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2901 0.8378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6746 -0.8444 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.0787 1.1889 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.6895 -0.2849 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -0.5917 1.3452 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.1689 2.0474 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 11 1 0 0 0 0 3 12 2 0 0 0 0 4 6 1 0 0 0 0 4 10 1 0 0 0 0 5 7 1 0 0 0 0 5 10 1 0 0 0 0 6 19 1 0 0 0 0 7 19 1 0 0 0 0 8 11 1 0 0 0 0 8 14 2 0 0 0 0 9 13 1 0 0 0 0 9 19 1 0 0 0 0 10 13 1 0 0 0 0 11 15 2 0 0 0 0 12 15 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 6 0 0 0 14 16 1 0 0 0 0 14 21 1 0 0 0 0 15 21 1 0 0 0 0 16 18 1 0 0 0 0 16 20 2 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005480; DNCL001975
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	46196517
ChEBI
CAS Number

Drug Properties

Molecular Weight	320.08
ALogP	-0.1844
MLogP	2.67
XLogP	2.692
HDA	3
HBD	1
Rotatable Bonds	4
TPSA	60.58
RO5 Violation	0