NPASS drugs

Drug Information

Drug ID:	NPD4272
Drug Name:	dopropidil
Molecular Formula:	C20H35NO2
Canonical SMILES:	CC#CC1(CCCCC1)OCC(N1CCCC1)COCC(C)C
Standard InCHI:	InChI=1S/C20H35NO2/c1-4-10-20(11-6-5-7-12-20)23-17-19(16-22-15-18(2)3)21-13-8-9-14-21/h18-19H,5-9,11-17H2,1-3H3
Standard InCHIKey:	FITWYAUFKJXWPL-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4272

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	43
0.1-0.2	4726
0.2-0.3	16215
0.3-0.4	8818
0.4-0.5	946
0.5-0.6	141
0.6-0.7	1
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	0.6143	NPC319991
Remote Similarity	0.5921	NPC171850
Remote Similarity	0.5857	NPC471443
Remote Similarity	0.5857	NPC471605
Remote Similarity	0.5802	NPC477002
Remote Similarity	0.5773	NPC124554
Remote Similarity	0.5773	NPC5864
Remote Similarity	0.5773	NPC301148
Remote Similarity	0.5745	NPC313821
Remote Similarity	0.573	NPC52533
Remote Similarity	0.5714	NPC216090
Remote Similarity	0.5694	NPC471421
Remote Similarity	0.5694	NPC233364
Remote Similarity	0.5667	NPC322966
Remote Similarity	0.5663	NPC473741
Remote Similarity	0.5663	NPC233108
Remote Similarity	0.5663	NPC477145
Remote Similarity	0.5658	NPC238646
Remote Similarity	0.5657	NPC124549
Remote Similarity	0.5652	NPC178263
Remote Similarity	0.5652	NPC277072
Remote Similarity	0.5634	NPC293551
Remote Similarity	0.5604	NPC323156

Drug Structure

NPD4272 OpenBabel08211704332D 23 24 0 0 1 0 0 0 0 0999 V2000 3.2894 3.7508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4495 -2.4495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0012 -4.1225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1588 2.7593 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6298 -0.2235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7638 -0.7235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6298 0.7765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4417 0.7346 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7346 1.4417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0283 1.7679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8978 -0.2235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7638 1.2765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9877 -0.1564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1564 0.9877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7765 -2.8978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4483 -1.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6730 -0.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7424 -3.1566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 -0.7071 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.8978 0.7765 0.0000 C 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 -0.5176 -1.9319 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9319 0.5176 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 18 1 0 0 0 0 3 18 1 0 0 0 0 4 10 3 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 6 11 1 0 0 0 0 7 12 1 0 0 0 0 8 9 1 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 10 20 1 0 0 0 0 11 20 1 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 21 1 0 0 0 0 15 18 1 0 0 0 0 15 22 1 0 0 0 0 16 19 1 0 0 0 0 16 22 1 0 0 0 0 17 19 1 0 0 0 0 17 23 1 0 0 0 0 19 21 1 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004791
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	321.27
ALogP	0.3042
MLogP	3.33
XLogP	3.752
HDA	3
HBD	0
Rotatable Bonds	10
TPSA	21.7
RO5 Violation	0