NPASS drugs

Drug Information

Drug ID:	NPD1588
Drug Name:
Molecular Formula:	C15H14ClNOS
Canonical SMILES:	Clc1ccc(cc1)C(=O)c1c(N)sc2c1CCCC2
Standard InCHI:	InChI=1S/C15H14ClNOS/c16-10-7-5-9(6-8-10)14(18)13-11-3-1-2-4-12(11)19-15(13)17/h5-8H,1-4,17H2
Standard InCHIKey:	OTZVBZFYMFTYKH-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1588

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	261
0.1-0.2	2629
0.2-0.3	9401
0.3-0.4	13736
0.4-0.5	4556
0.5-0.6	286
0.6-0.7	21
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	0.6939	NPC130655
Remote Similarity	0.6716	NPC172170
Remote Similarity	0.6483	NPC268534
Remote Similarity	0.6424	NPC23908
Remote Similarity	0.64	NPC477432
Remote Similarity	0.6333	NPC209389
Remote Similarity	0.6233	NPC279385
Remote Similarity	0.6233	NPC179605
Remote Similarity	0.619	NPC103292
Remote Similarity	0.619	NPC257490
Remote Similarity	0.6174	NPC192533
Remote Similarity	0.6154	NPC113099
Remote Similarity	0.6107	NPC254698
Remote Similarity	0.6054	NPC226143
Remote Similarity	0.6054	NPC291962
Remote Similarity	0.6054	NPC177684
Remote Similarity	0.6014	NPC112373
Remote Similarity	0.6014	NPC258531
Remote Similarity	0.6014	NPC161956
Remote Similarity	0.6	NPC273033
Remote Similarity	0.6	NPC12936
Remote Similarity	0.5988	NPC470822
Remote Similarity	0.597	NPC175376
Remote Similarity	0.594	NPC291070
Remote Similarity	0.594	NPC246757
Remote Similarity	0.5933	NPC39818
Remote Similarity	0.592	NPC71664
Remote Similarity	0.5906	NPC273758
Remote Similarity	0.5899	NPC38262
Remote Similarity	0.5878	NPC113307
Remote Similarity	0.5874	NPC313981
Remote Similarity	0.5857	NPC474910
Remote Similarity	0.5844	NPC307437
Remote Similarity	0.5844	NPC72473
Remote Similarity	0.5844	NPC58827
Remote Similarity	0.5833	NPC316746
Remote Similarity	0.5833	NPC181390
Remote Similarity	0.5822	NPC471318
Remote Similarity	0.5811	NPC476440
Remote Similarity	0.5802	NPC267262
Remote Similarity	0.5796	NPC40364
Remote Similarity	0.5793	NPC136002
Remote Similarity	0.5769	NPC194562
Remote Similarity	0.5769	NPC148231
Remote Similarity	0.5758	NPC418308
Remote Similarity	0.5745	NPC167336
Remote Similarity	0.5741	NPC207554
Remote Similarity	0.5725	NPC69057
Remote Similarity	0.5714	NPC277277
Remote Similarity	0.5714	NPC19256
Remote Similarity	0.5706	NPC471574
Remote Similarity	0.5706	NPC471164
Remote Similarity	0.568	NPC245966
Remote Similarity	0.5669	NPC190567
Remote Similarity	0.5669	NPC95868
Remote Similarity	0.5663	NPC313850
Remote Similarity	0.5655	NPC300596
Remote Similarity	0.5655	NPC237649
Remote Similarity	0.5649	NPC226794
Remote Similarity	0.5635	NPC36342
Remote Similarity	0.5635	NPC285470
Remote Similarity	0.5635	NPC2785
Remote Similarity	0.5625	NPC145053
Remote Similarity	0.5605	NPC122235

Drug Structure

NPD1588 OpenBabel08211701082D 21 23 0 0 0 0 0 0 0 0999 V2000 -0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6666 -2.1759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0193 -2.7111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9756 -3.1270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3283 -3.6622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6884 -1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3065 -3.8701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3794 -1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6155 -4.8212 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 0.9706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0485 -0.2738 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 2.4945 0.9706 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 1.8366 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 7 1 0 0 0 0 5 9 2 0 0 0 0 6 8 2 0 0 0 0 6 9 1 0 0 0 0 7 10 2 0 0 0 0 8 10 1 0 0 0 0 9 14 1 0 0 0 0 10 16 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 12 19 1 0 0 0 0 13 14 1 0 0 0 0 13 15 2 0 0 0 0 14 18 2 0 0 0 0 15 17 1 0 0 0 0 15 19 1 0 0 0 0 17 20 1 0 0 0 0 17 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001009
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	855908
ChEBI
CAS Number

Drug Properties

Molecular Weight	291.05
ALogP	0.0632
MLogP	2.67
XLogP	4.04
HDA	2
HBD	1
Rotatable Bonds	4
TPSA	71.33
RO5 Violation	0