NPASS drugs

Drug Information

Drug ID:	NPD3462
Drug Name:	Trazodone
Molecular Formula:	C19H22ClN5O
Canonical SMILES:	Clc1cccc(c1)N1CCN(CC1)CCCn1nc2n(c1=O)cccc2
Standard InCHI:	InChI=1S/C19H22ClN5O/c20-16-5-3-6-17(15-16)23-13-11-22(12-14-23)8-4-10-25-19(26)24-9-2-1-7-18(24)21-25/h1-3,5-7,9,15H,4,8,10-14H2
Standard InCHIKey:	PHLBKPHSAVXXEF-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3462

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	690
0.1-0.2	11146
0.2-0.3	13326
0.3-0.4	3536
0.4-0.5	1918
0.5-0.6	260
0.6-0.7	14
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	0.6714	NPC125416
Remote Similarity	0.6554	NPC469949
Remote Similarity	0.6544	NPC20322
Remote Similarity	0.6343	NPC326792
Remote Similarity	0.6323	NPC325599
Remote Similarity	0.6294	NPC288232
Remote Similarity	0.6268	NPC296163
Remote Similarity	0.6207	NPC192209
Remote Similarity	0.6182	NPC117032
Remote Similarity	0.6096	NPC31651
Remote Similarity	0.6058	NPC291610
Remote Similarity	0.6042	NPC187036
Remote Similarity	0.6028	NPC164802
Remote Similarity	0.6012	NPC120070
Remote Similarity	0.5938	NPC469560
Remote Similarity	0.5878	NPC313449
Remote Similarity	0.5848	NPC477887
Remote Similarity	0.5833	NPC9856
Remote Similarity	0.5797	NPC75496
Remote Similarity	0.5786	NPC313352
Remote Similarity	0.5786	NPC474430
Remote Similarity	0.5767	NPC315348
Remote Similarity	0.5767	NPC32002
Remote Similarity	0.5759	NPC207428
Remote Similarity	0.575	NPC300299
Remote Similarity	0.5725	NPC317642
Remote Similarity	0.5714	NPC471123
Remote Similarity	0.5698	NPC476464
Remote Similarity	0.5694	NPC77294
Remote Similarity	0.5687	NPC184437
Remote Similarity	0.5674	NPC116961
Remote Similarity	0.566	NPC53044
Remote Similarity	0.5649	NPC283130
Remote Similarity	0.5649	NPC328683
Remote Similarity	0.5644	NPC83214
Remote Similarity	0.5644	NPC471312
Remote Similarity	0.5608	NPC314141
Remote Similarity	0.5607	NPC84317
Remote Similarity	0.5605	NPC478079
Remote Similarity	0.5605	NPC476950

Drug Structure

NPD3462 OpenBabel08211703112D 26 29 0 0 0 0 0 0 0 0999 V2000 -3.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5827 -2.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 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 6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5827 -0.3364 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 -1.5827 -2.0685 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 3.4641 2.0000 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -1.2024 0.0000 N 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 0.6386 -1.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 7 2 0 0 0 0 2 9 2 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 8 1 0 0 0 0 4 10 1 0 0 0 0 5 16 1 0 0 0 0 6 17 2 0 0 0 0 7 18 1 0 0 0 0 8 22 1 0 0 0 0 9 24 1 0 0 0 0 10 25 1 0 0 0 0 11 13 1 0 0 0 0 11 22 1 0 0 0 0 12 14 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 14 23 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 16 20 1 0 0 0 0 17 23 1 0 0 0 0 18 21 2 0 0 0 0 18 24 1 0 0 0 0 19 24 1 0 0 0 0 19 25 1 0 0 0 0 19 26 2 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000104
DrugBank	DB00656
ChEMBL	CHEMBL621
IUPHAR/BPS	213
PharmaGKB	PA451744
KEGG Drug
PubChem CID	5533
ChEBI	9654
CAS Number	19794-93-5

Drug Properties

Molecular Weight	371.15
ALogP	0.2672
MLogP	2.78
XLogP	2.564
HDA	6
HBD	0
Rotatable Bonds	6
TPSA	42.39
RO5 Violation	0