NPASS drugs

Drug Information

Drug ID:	NPD5142
Drug Name:	Ethacizine
Molecular Formula:	C22H27N3O3S
Canonical SMILES:	CCOC(=Nc1ccc2c(c1)N(C(=O)CCN(CC)CC)c1c(S2)cccc1)O
Standard InCHI:	InChI=1S/C22H27N3O3S/c1-4-24(5-2)14-13-21(26)25-17-9-7-8-10-19(17)29-20-12-11-16(15-18(20)25)23-22(27)28-6-3/h7-12,15H,4-6,13-14H2,1-3H3,(H,23,27)
Standard InCHIKey:	PQXGNJKJMFUPPM-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5142

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	96
0.1-0.2	2837
0.2-0.3	13565
0.3-0.4	10623
0.4-0.5	3255
0.5-0.6	500
0.6-0.7	13
0.7-0.8	1
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	0.7023	NPC328877
Remote Similarity	0.6871	NPC473417
Remote Similarity	0.6667	NPC321617
Remote Similarity	0.637	NPC291610
Remote Similarity	0.6258	NPC313352
Remote Similarity	0.6226	NPC22082
Remote Similarity	0.6226	NPC186284
Remote Similarity	0.6211	NPC320863
Remote Similarity	0.6138	NPC218710
Remote Similarity	0.6103	NPC75496
Remote Similarity	0.6058	NPC326792
Remote Similarity	0.6047	NPC328270
Remote Similarity	0.6028	NPC20322
Remote Similarity	0.6025	NPC470301
Remote Similarity	0.5963	NPC130251
Remote Similarity	0.5946	NPC31651
Remote Similarity	0.5893	NPC243756
Remote Similarity	0.5893	NPC154602
Remote Similarity	0.5857	NPC474430
Remote Similarity	0.5813	NPC300299
Remote Similarity	0.58	NPC228515
Remote Similarity	0.5796	NPC187231
Remote Similarity	0.5765	NPC117032
Remote Similarity	0.5732	NPC301760
Remote Similarity	0.5725	NPC229477
Remote Similarity	0.5724	NPC316582
Remote Similarity	0.5723	NPC53044
Remote Similarity	0.5714	NPC472120
Remote Similarity	0.5714	NPC472101
Remote Similarity	0.5706	NPC83214
Remote Similarity	0.5706	NPC469560
Remote Similarity	0.5689	NPC477556
Remote Similarity	0.5686	NPC257490
Remote Similarity	0.5679	NPC471123
Remote Similarity	0.5673	NPC122106
Remote Similarity	0.5673	NPC285381
Remote Similarity	0.5669	NPC476950
Remote Similarity	0.5663	NPC469537
Remote Similarity	0.5659	NPC307456
Remote Similarity	0.5658	NPC226143
Remote Similarity	0.5657	NPC225319
Remote Similarity	0.565	NPC472106
Remote Similarity	0.5647	NPC473329
Remote Similarity	0.5644	NPC287358
Remote Similarity	0.5635	NPC214827
Remote Similarity	0.5635	NPC314930
Remote Similarity	0.5632	NPC113946
Remote Similarity	0.5625	NPC472117
Remote Similarity	0.5612	NPC182507
Remote Similarity	0.5611	NPC318183
Remote Similarity	0.5605	NPC273714

Drug Structure

NPD5142 OpenBabel08211706322D 30 32 0 0 0 0 0 0 0 0999 V2000 -0.8660 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 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 -6.0622 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 4 24 1 0 0 0 0 5 24 1 0 0 0 0 6 28 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 17 2 0 0 0 0 10 19 2 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 20 1 0 0 0 0 13 14 1 0 0 0 0 13 21 1 0 0 0 0 14 24 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 23 1 0 0 0 0 17 19 1 0 0 0 0 17 25 1 0 0 0 0 18 20 2 0 0 0 0 18 25 1 0 0 0 0 19 29 1 0 0 0 0 20 29 1 0 0 0 0 21 25 1 0 0 0 0 21 26 2 0 0 0 0 22 23 2 3 0 0 0 22 27 1 0 0 0 0 22 28 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	413.18
ALogP	1.5427
MLogP	3.11
XLogP	4.895
HDA	6
HBD	1
Rotatable Bonds	13
TPSA	90.67
RO5 Violation	0