NPASS drugs

Drug Information

Drug ID:	NPD2832
Drug Name:	Zotepine
Molecular Formula:	C18H18ClNOS
Canonical SMILES:	CN(CCOC1=Cc2ccccc2Sc2c1cc(Cl)cc2)C
Standard InCHI:	InChI=1S/C18H18ClNOS/c1-20(2)9-10-21-16-11-13-5-3-4-6-17(13)22-18-8-7-14(19)12-15(16)18/h3-8,11-12H,9-10H2,1-2H3
Standard InCHIKey:	HDOZVRUNCMBHFH-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2832

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	151
0.1-0.2	1680
0.2-0.3	8048
0.3-0.4	7757
0.4-0.5	11889
0.5-0.6	1355
0.6-0.7	9
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	0.7317	NPC316797
Remote Similarity	0.6978	NPC255253
Remote Similarity	0.625	NPC24777
Remote Similarity	0.625	NPC165212
Remote Similarity	0.6107	NPC313918
Remote Similarity	0.6043	NPC269340
Remote Similarity	0.6031	NPC325499
Remote Similarity	0.6015	NPC228400
Remote Similarity	0.6015	NPC214200
Remote Similarity	0.6	NPC208280
Remote Similarity	0.5959	NPC316896
Remote Similarity	0.5946	NPC328267
Remote Similarity	0.5946	NPC211218
Remote Similarity	0.5931	NPC256369
Remote Similarity	0.5909	NPC66643
Remote Similarity	0.5906	NPC33402
Remote Similarity	0.5899	NPC65855
Remote Similarity	0.5899	NPC292758
Remote Similarity	0.5891	NPC119631
Remote Similarity	0.589	NPC321133
Remote Similarity	0.589	NPC263835
Remote Similarity	0.5878	NPC5472
Remote Similarity	0.5878	NPC151237
Remote Similarity	0.5874	NPC303370
Remote Similarity	0.5865	NPC475954
Remote Similarity	0.5857	NPC95977
Remote Similarity	0.5843	NPC203424
Remote Similarity	0.5843	NPC206372
Remote Similarity	0.5822	NPC43275
Remote Similarity	0.5806	NPC106313
Remote Similarity	0.58	NPC95733
Remote Similarity	0.58	NPC62101
Remote Similarity	0.5797	NPC326801
Remote Similarity	0.5794	NPC58616
Remote Similarity	0.5789	NPC94292
Remote Similarity	0.5786	NPC212850
Remote Similarity	0.5786	NPC83289
Remote Similarity	0.5786	NPC189724
Remote Similarity	0.5781	NPC304760
Remote Similarity	0.5779	NPC30390
Remote Similarity	0.5762	NPC29477
Remote Similarity	0.5746	NPC149571
Remote Similarity	0.5742	NPC193334
Remote Similarity	0.5736	NPC220893
Remote Similarity	0.5735	NPC327226
Remote Similarity	0.5734	NPC26524
Remote Similarity	0.5725	NPC475269
Remote Similarity	0.5725	NPC474559
Remote Similarity	0.5725	NPC211551
Remote Similarity	0.5714	NPC95429
Remote Similarity	0.5714	NPC246991
Remote Similarity	0.5706	NPC189908
Remote Similarity	0.5705	NPC76453
Remote Similarity	0.5705	NPC14287
Remote Similarity	0.5705	NPC273984
Remote Similarity	0.5704	NPC166837
Remote Similarity	0.5704	NPC471576
Remote Similarity	0.5703	NPC89377
Remote Similarity	0.5692	NPC240108
Remote Similarity	0.5692	NPC213156
Remote Similarity	0.569	NPC269383
Remote Similarity	0.569	NPC151030
Remote Similarity	0.5687	NPC86087
Remote Similarity	0.5685	NPC323948
Remote Similarity	0.5683	NPC135464
Remote Similarity	0.5683	NPC113457
Remote Similarity	0.5683	NPC92623
Remote Similarity	0.5676	NPC476183
Remote Similarity	0.5676	NPC67791
Remote Similarity	0.5674	NPC273837
Remote Similarity	0.5674	NPC474272
Remote Similarity	0.5672	NPC33168
Remote Similarity	0.5667	NPC471314
Remote Similarity	0.5667	NPC90577
Remote Similarity	0.5667	NPC27198
Remote Similarity	0.5667	NPC471315
Remote Similarity	0.5667	NPC475692
Remote Similarity	0.566	NPC318591
Remote Similarity	0.566	NPC231163
Remote Similarity	0.5658	NPC141739
Remote Similarity	0.5658	NPC136112
Remote Similarity	0.5658	NPC320242
Remote Similarity	0.5652	NPC304761
Remote Similarity	0.5652	NPC147000
Remote Similarity	0.5652	NPC150254
Remote Similarity	0.5652	NPC226778
Remote Similarity	0.5644	NPC247298
Remote Similarity	0.5643	NPC186469
Remote Similarity	0.5641	NPC471953
Remote Similarity	0.5641	NPC274732
Remote Similarity	0.5639	NPC471581
Remote Similarity	0.5638	NPC86966
Remote Similarity	0.5638	NPC83279
Remote Similarity	0.5638	NPC476184
Remote Similarity	0.5638	NPC476281
Remote Similarity	0.5635	NPC125549
Remote Similarity	0.563	NPC470161
Remote Similarity	0.5629	NPC307020
Remote Similarity	0.5625	NPC49315
Remote Similarity	0.5621	NPC8058
Remote Similarity	0.5621	NPC218323
Remote Similarity	0.562	NPC300166
Remote Similarity	0.5615	NPC173443
Remote Similarity	0.5613	NPC473247
Remote Similarity	0.5612	NPC154899
Remote Similarity	0.5612	NPC233396
Remote Similarity	0.5612	NPC42383
Remote Similarity	0.5612	NPC470393
Remote Similarity	0.5606	NPC265521
Remote Similarity	0.5606	NPC321956
Remote Similarity	0.5605	NPC139335
Remote Similarity	0.5603	NPC97811
Remote Similarity	0.5603	NPC146530
Remote Similarity	0.56	NPC26285

Drug Structure

NPD2832 OpenBabel08211702552D 22 24 0 0 0 0 0 0 0 0999 V2000 -0.5024 5.5989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1147 6.2317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 2.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 0.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5355 -0.5290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5382 -0.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8566 4.5190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2331 3.7372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.2470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4060 1.1982 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7818 1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9693 0.3720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4088 1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 2.0245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7818 0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 0.2225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9665 0.4467 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.4912 5.4499 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5984 2.8063 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 20 1 0 0 0 0 2 20 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 13 2 0 0 0 0 6 17 2 0 0 0 0 7 8 2 0 0 0 0 7 14 1 0 0 0 0 8 18 1 0 0 0 0 9 10 1 0 0 0 0 9 20 1 0 0 0 0 10 21 1 0 0 0 0 11 13 1 0 0 0 0 11 16 2 0 0 0 0 12 14 2 0 0 0 0 12 15 1 0 0 0 0 13 17 1 0 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 15 18 2 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004118
DrugBank	DB09225
ChEMBL	CHEMBL285802
IUPHAR/BPS	103
PharmaGKB
KEGG Drug	D01321
PubChem CID	5736
ChEBI	32316
CAS Number	26615-21-4

Drug Properties

Molecular Weight	331.08
ALogP	1.4428
MLogP	3
XLogP	5.182
HDA	2
HBD	0
Rotatable Bonds	7
TPSA	37.77
RO5 Violation	1