NPASS drugs

Drug Information

Drug ID:	NPD4611
Drug Name:	Thioridazine
Molecular Formula:	C21H26N2S2
Canonical SMILES:	CSc1ccc2c(c1)N(CCC1CCCCN1C)c1c(S2)cccc1
Standard InCHI:	InChI=1S/C21H26N2S2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(24-2)15-19(21)23/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3
Standard InCHIKey:	KLBQZWRITKRQQV-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4611

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	707
0.1-0.2	10715
0.2-0.3	13031
0.3-0.4	4319
0.4-0.5	1810
0.5-0.6	294
0.6-0.7	11
0.7-0.8	2
0.8-0.85	1
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	0.814	NPC473417
Intermediate Similarity	0.7863	NPC328877
Intermediate Similarity	0.7395	NPC291610
Remote Similarity	0.6918	NPC320863
Remote Similarity	0.6667	NPC218710
Remote Similarity	0.6496	NPC475915
Remote Similarity	0.641	NPC229477
Remote Similarity	0.6268	NPC252794
Remote Similarity	0.6204	NPC313449
Remote Similarity	0.6194	NPC321617
Remote Similarity	0.6102	NPC134825
Remote Similarity	0.6029	NPC187036
Remote Similarity	0.6029	NPC296163
Remote Similarity	0.6015	NPC302790
Remote Similarity	0.5971	NPC192209
Remote Similarity	0.5968	NPC470926
Remote Similarity	0.5942	NPC288232
Remote Similarity	0.5931	NPC273714
Remote Similarity	0.589	NPC476140
Remote Similarity	0.5878	NPC474430
Remote Similarity	0.5854	NPC297532
Remote Similarity	0.5821	NPC434
Remote Similarity	0.5821	NPC79618
Remote Similarity	0.5816	NPC264580
Remote Similarity	0.5782	NPC469949
Remote Similarity	0.5759	NPC469735
Remote Similarity	0.5743	NPC328590
Remote Similarity	0.5732	NPC20144
Remote Similarity	0.5725	NPC326792
Remote Similarity	0.5705	NPC287895
Remote Similarity	0.5704	NPC20322
Remote Similarity	0.5682	NPC239854
Remote Similarity	0.5676	NPC135488
Remote Similarity	0.5676	NPC476950
Remote Similarity	0.5672	NPC313362
Remote Similarity	0.5664	NPC226143
Remote Similarity	0.5644	NPC161108
Remote Similarity	0.5643	NPC473901
Remote Similarity	0.5634	NPC31651
Remote Similarity	0.5632	NPC66699
Remote Similarity	0.5617	NPC148592
Remote Similarity	0.5617	NPC206592
Remote Similarity	0.5613	NPC251722
Remote Similarity	0.5613	NPC314102
Remote Similarity	0.5608	NPC69277
Remote Similarity	0.5603	NPC143156
Remote Similarity	0.5603	NPC66775
Remote Similarity	0.56	NPC9856

Drug Structure

NPD4611 OpenBabel08211705262D 25 28 0 0 1 0 0 0 0 0999 V2000 3.4641 3.0000 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 2.5981 -1.5000 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 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 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 0.8660 -1.5000 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 -0.8660 1.5000 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 5.1962 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 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 3 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 1.7321 -0.0000 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 S 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 22 1 0 0 0 0 2 24 1 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 9 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 6 13 1 0 0 0 0 7 16 1 0 0 0 0 8 18 2 0 0 0 0 9 20 2 0 0 0 0 10 11 2 0 0 0 0 10 17 1 0 0 0 0 11 21 1 0 0 0 0 12 14 1 0 0 0 0 12 16 1 0 0 0 0 13 22 1 0 0 0 0 14 23 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 22 1 0 0 0 0 17 24 1 0 0 0 0 18 20 1 0 0 0 0 18 23 1 0 0 0 0 19 21 2 0 0 0 0 19 23 1 0 0 0 0 20 25 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000476
DrugBank	DB00679
ChEMBL	CHEMBL479
IUPHAR/BPS	100
PharmaGKB	PA451666
KEGG Drug	D00373
PubChem CID	5452
ChEBI	9566
CAS Number	50-52-2

Drug Properties

Molecular Weight	370.15
ALogP	0.233
MLogP	3.33
XLogP	5.629
HDA	2
HBD	0
Rotatable Bonds	6
TPSA	57.08
RO5 Violation	1