NPASS drugs

Drug Information

Drug ID:	NPD3652
Drug Name:	Etoperidone
Molecular Formula:	C19H28ClN5O
Canonical SMILES:	CCn1c(CC)nn(c1=O)CCCN1CCN(CC1)c1cccc(c1)Cl
Standard InCHI:	InChI=1S/C19H28ClN5O/c1-3-18-21-25(19(26)24(18)4-2)10-6-9-22-11-13-23(14-12-22)17-8-5-7-16(20)15-17/h5,7-8,15H,3-4,6,9-14H2,1-2H3
Standard InCHIKey:	IZBNNCFOBMGTQX-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD3652

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	524
0.1-0.2	10971
0.2-0.3	13436
0.3-0.4	3652
0.4-0.5	2015
0.5-0.6	277
0.6-0.7	15
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	0.6934	NPC125416
Remote Similarity	0.6767	NPC20322
Remote Similarity	0.6565	NPC326792
Remote Similarity	0.6513	NPC325599
Remote Similarity	0.6309	NPC469949
Remote Similarity	0.6294	NPC31651
Remote Similarity	0.6268	NPC288232
Remote Similarity	0.6148	NPC291610
Remote Similarity	0.6127	NPC296163
Remote Similarity	0.6115	NPC164802
Remote Similarity	0.6103	NPC474430
Remote Similarity	0.6069	NPC192209
Remote Similarity	0.6061	NPC117032
Remote Similarity	0.6013	NPC469560
Remote Similarity	0.6	NPC75496
Remote Similarity	0.5988	NPC120070
Remote Similarity	0.5926	NPC317642
Remote Similarity	0.5917	NPC477887
Remote Similarity	0.586	NPC313352
Remote Similarity	0.5839	NPC315348
Remote Similarity	0.5839	NPC32002
Remote Similarity	0.5833	NPC207428
Remote Similarity	0.5823	NPC300299
Remote Similarity	0.5793	NPC187036
Remote Similarity	0.5786	NPC471123
Remote Similarity	0.5779	NPC476950
Remote Similarity	0.5765	NPC476464
Remote Similarity	0.5743	NPC313449
Remote Similarity	0.5729	NPC471663
Remote Similarity	0.5724	NPC283130
Remote Similarity	0.5724	NPC328683
Remote Similarity	0.5714	NPC471312
Remote Similarity	0.5714	NPC471609
Remote Similarity	0.5705	NPC9856
Remote Similarity	0.5685	NPC314141
Remote Similarity	0.5677	NPC478079
Remote Similarity	0.5674	NPC313810
Remote Similarity	0.5659	NPC47596
Remote Similarity	0.565	NPC116961
Remote Similarity	0.5641	NPC321053
Remote Similarity	0.5639	NPC92689
Remote Similarity	0.5621	NPC66936
Remote Similarity	0.5617	NPC83214
Remote Similarity	0.5613	NPC252794
Remote Similarity	0.56	NPC264580
Remote Similarity	0.56	NPC228515

Drug Structure

NPD3652 OpenBabel08211703112D 26 28 0 0 0 0 0 0 0 0999 V2000 -3.1650 -1.0409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4839 -2.2205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5772 -0.2319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4894 -2.1160 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 1.7321 2.0000 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 3 1 0 0 0 0 2 4 1 0 0 0 0 3 18 1 0 0 0 0 4 24 1 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 6 10 1 0 0 0 0 7 16 1 0 0 0 0 8 17 2 0 0 0 0 9 22 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
DrugBank	DB09194
ChEMBL	CHEMBL1743259
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	135589
CAS Number	52942-31-1

Drug Properties

Molecular Weight	377.20
ALogP	0.3981
MLogP	2.78
XLogP	3.063
HDA	6
HBD	0
Rotatable Bonds	10
TPSA	42.39
RO5 Violation	0