NPASS drugs

Drug Information

Drug ID:	NPD5431
Drug Name:	Drinabant
Molecular Formula:	C23H20Cl2F2N2O2S
Canonical SMILES:	Clc1ccc(cc1)C(c1ccc(cc1)Cl)N1CC(C1)N(S(=O)(=O)C)c1cc(F)cc(c1)F
Standard InCHI:	InChI=1S/C23H20Cl2F2N2O2S/c1-32(30,31)29(21-11-19(26)10-20(27)12-21)22-13-28(14-22)23(15-2-6-17(24)7-3-15)16-4-8-18(25)9-5-16/h2-12,22-23H,13-14H2,1H3
Standard InCHIKey:	IQQBRKLVEALROM-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5431

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	454
0.1-0.2	4698
0.2-0.3	12931
0.3-0.4	9288
0.4-0.5	2972
0.5-0.6	516
0.6-0.7	30
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	0.7109	NPC291610
Remote Similarity	0.6892	NPC313352
Remote Similarity	0.68	NPC325599
Remote Similarity	0.6599	NPC469949
Remote Similarity	0.6596	NPC192209
Remote Similarity	0.6528	NPC475915
Remote Similarity	0.651	NPC473417
Remote Similarity	0.6429	NPC187036
Remote Similarity	0.6429	NPC296163
Remote Similarity	0.641	NPC315348
Remote Similarity	0.641	NPC32002
Remote Similarity	0.6364	NPC313449
Remote Similarity	0.6319	NPC320656
Remote Similarity	0.6299	NPC297532
Remote Similarity	0.6291	NPC9856
Remote Similarity	0.6232	NPC434
Remote Similarity	0.6232	NPC79618
Remote Similarity	0.6224	NPC288232
Remote Similarity	0.6187	NPC77294
Remote Similarity	0.6181	NPC125416
Remote Similarity	0.6164	NPC226143
Remote Similarity	0.6159	NPC476950
Remote Similarity	0.6154	NPC470926
Remote Similarity	0.6122	NPC317564
Remote Similarity	0.6122	NPC316582
Remote Similarity	0.6118	NPC328590
Remote Similarity	0.6096	NPC228515
Remote Similarity	0.6093	NPC252794
Remote Similarity	0.6071	NPC302790
Remote Similarity	0.6012	NPC476464
Remote Similarity	0.6	NPC53044
Remote Similarity	0.5986	NPC264580
Remote Similarity	0.5973	NPC257490
Remote Similarity	0.5959	NPC313673
Remote Similarity	0.5948	NPC478079
Remote Similarity	0.5948	NPC145754
Remote Similarity	0.5918	NPC31651
Remote Similarity	0.5886	NPC116961
Remote Similarity	0.587	NPC239854
Remote Similarity	0.5848	NPC477591
Remote Similarity	0.5839	NPC291962
Remote Similarity	0.5839	NPC177684
Remote Similarity	0.5833	NPC191444
Remote Similarity	0.5828	NPC478040
Remote Similarity	0.58	NPC161956
Remote Similarity	0.58	NPC258531
Remote Similarity	0.58	NPC112373
Remote Similarity	0.5793	NPC477977
Remote Similarity	0.5782	NPC218710
Remote Similarity	0.5778	NPC329430
Remote Similarity	0.5776	NPC251722
Remote Similarity	0.5776	NPC314102
Remote Similarity	0.5774	NPC66936
Remote Similarity	0.5758	NPC176858
Remote Similarity	0.5745	NPC474695
Remote Similarity	0.5741	NPC130251
Remote Similarity	0.5723	NPC184437
Remote Similarity	0.5714	NPC471310
Remote Similarity	0.5706	NPC301760
Remote Similarity	0.5706	NPC186284
Remote Similarity	0.5706	NPC22082
Remote Similarity	0.5698	NPC316910
Remote Similarity	0.5698	NPC477887
Remote Similarity	0.5697	NPC20144
Remote Similarity	0.5692	NPC229477
Remote Similarity	0.5691	NPC316018
Remote Similarity	0.5691	NPC315617
Remote Similarity	0.5691	NPC314058
Remote Similarity	0.5691	NPC316359
Remote Similarity	0.5679	NPC469560
Remote Similarity	0.5659	NPC119677
Remote Similarity	0.5652	NPC471123
Remote Similarity	0.5634	NPC473418
Remote Similarity	0.5629	NPC162689
Remote Similarity	0.5629	NPC469735
Remote Similarity	0.5629	NPC54102
Remote Similarity	0.5625	NPC164802
Remote Similarity	0.5615	NPC169016
Remote Similarity	0.5613	NPC472244
Remote Similarity	0.5613	NPC470343
Remote Similarity	0.5613	NPC122718
Remote Similarity	0.561	NPC88097
Remote Similarity	0.561	NPC470301
Remote Similarity	0.5607	NPC469897
Remote Similarity	0.5607	NPC104345
Remote Similarity	0.5607	NPC222029
Remote Similarity	0.5605	NPC321053
Remote Similarity	0.5605	NPC150863
Remote Similarity	0.5603	NPC474430
Remote Similarity	0.56	NPC271642

Drug Structure

NPD5431 OpenBabel08211708292D 32 35 0 0 0 0 0 0 0 0999 V2000 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6888 2.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8228 1.2071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0908 4.2071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8228 4.2071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5549 2.2071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6888 0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0908 5.2071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8228 5.2071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8320 1.2412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1248 2.4659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8228 2.2071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9568 3.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5549 1.2071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9568 5.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 2.9568 2.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4209 0.7071 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.9568 6.7071 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.0908 2.2071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 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 1 32 1 0 0 0 0 2 6 1 0 0 0 0 2 15 2 0 0 0 0 3 7 2 0 0 0 0 3 15 1 0 0 0 0 4 8 1 0 0 0 0 4 16 2 0 0 0 0 5 9 2 0 0 0 0 5 16 1 0 0 0 0 6 17 2 0 0 0 0 7 17 1 0 0 0 0 8 18 2 0 0 0 0 9 18 1 0 0 0 0 10 19 2 0 0 0 0 10 20 1 0 0 0 0 11 19 1 0 0 0 0 11 21 2 0 0 0 0 12 20 2 0 0 0 0 12 21 1 0 0 0 0 13 22 1 0 0 0 0 13 28 1 0 0 0 0 14 22 1 0 0 0 0 14 28 1 0 0 0 0 15 23 1 0 0 0 0 16 23 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 20 27 1 0 0 0 0 21 29 1 0 0 0 0 22 29 1 0 0 0 0 23 28 1 0 0 0 0 29 32 1 0 0 0 0 30 32 2 0 0 0 0 31 32 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000448
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10278470
ChEBI
CAS Number

Drug Properties

Molecular Weight	496.06
ALogP	1.5494
MLogP	3
XLogP	6.366
HDA	4
HBD	0
Rotatable Bonds	11
TPSA	49
RO5 Violation	1