NPASS drugs

Drug Information

Drug ID:	NPD2828
Drug Name:	Clothiapine
Molecular Formula:	C18H18ClN3S
Canonical SMILES:	CN1CCN(CC1)C1=Nc2ccccc2Sc2c1cc(Cl)cc2
Standard InCHI:	InChI=1S/C18H18ClN3S/c1-21-8-10-22(11-9-21)18-14-12-13(19)6-7-16(14)23-17-5-3-2-4-15(17)20-18/h2-7,12H,8-11H2,1H3
Standard InCHIKey:	KAAZGXDPUNNEFN-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2828

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	788
0.1-0.2	10033
0.2-0.3	13080
0.3-0.4	4687
0.4-0.5	2039
0.5-0.6	246
0.6-0.7	16
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	0.7961	NPC321617
Remote Similarity	0.6954	NPC473417
Remote Similarity	0.6903	NPC325599
Remote Similarity	0.6577	NPC317564
Remote Similarity	0.6575	NPC288232
Remote Similarity	0.6357	NPC291610
Remote Similarity	0.6327	NPC296163
Remote Similarity	0.6319	NPC164802
Remote Similarity	0.6267	NPC192209
Remote Similarity	0.625	NPC313352
Remote Similarity	0.6154	NPC328877
Remote Similarity	0.6121	NPC315348
Remote Similarity	0.6121	NPC32002
Remote Similarity	0.6107	NPC187036
Remote Similarity	0.6076	NPC476950
Remote Similarity	0.6053	NPC313449
Remote Similarity	0.6013	NPC264580
Remote Similarity	0.5917	NPC320863
Remote Similarity	0.5882	NPC125416
Remote Similarity	0.5882	NPC471609
Remote Similarity	0.5878	NPC77294
Remote Similarity	0.5878	NPC302790
Remote Similarity	0.5876	NPC477591
Remote Similarity	0.5875	NPC469949
Remote Similarity	0.5875	NPC478079
Remote Similarity	0.5802	NPC9856
Remote Similarity	0.5763	NPC476464
Remote Similarity	0.5738	NPC116961
Remote Similarity	0.5723	NPC283130
Remote Similarity	0.5723	NPC300299
Remote Similarity	0.5723	NPC328683
Remote Similarity	0.5714	NPC469974
Remote Similarity	0.5696	NPC475915
Remote Similarity	0.5686	NPC314141
Remote Similarity	0.5679	NPC476140
Remote Similarity	0.565	NPC161108
Remote Similarity	0.5625	NPC40070
Remote Similarity	0.5621	NPC314102
Remote Similarity	0.5621	NPC251722
Remote Similarity	0.5603	NPC470926

Drug Structure

NPD2828 OpenBabel08211702552D 23 26 0 0 0 0 0 0 0 0999 V2000 4.5025 0.4460 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4283 0.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9916 0.0747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4311 0.8262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5577 -0.8262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5311 -3.7219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3349 -3.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3244 -0.8237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8138 0.8314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3688 -1.1185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8583 0.5366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3972 -2.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3972 -3.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5311 -1.7219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9972 -0.0747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3349 -2.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5605 -0.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6802 -0.7331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2632 -3.7219 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5469 0.1512 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6357 -0.4383 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2658 -1.8565 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 15 2 0 0 0 0 5 17 2 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 16 1 0 0 0 0 8 10 1 0 0 0 0 8 21 1 0 0 0 0 9 11 1 0 0 0 0 9 21 1 0 0 0 0 10 22 1 0 0 0 0 11 22 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 19 1 0 0 0 0 14 16 2 0 0 0 0 14 18 1 0 0 0 0 15 17 1 0 0 0 0 15 20 1 0 0 0 0 16 23 1 0 0 0 0 17 23 1 0 0 0 0 18 20 2 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001176
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	343.09
ALogP	1.0202
MLogP	2.89
XLogP	4.639
HDA	3
HBD	0
Rotatable Bonds	3
TPSA	44.14
RO5 Violation	0