N-(4-Amino-2,6-diisopropylphenyl)-N'-{[1-[3-(3-hydroxypropoxy)pyridin-2-yl]-4-(3-methoxyphenyl)piperidin-4-yl]methyl}urea dihydrochloride

ID: ALA3216237

PubChem CID: 90664676

Max Phase: Preclinical

Molecular Formula: C34H49Cl2N5O4

Molecular Weight: 589.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(C2(CNC(=O)Nc3c(C(C)C)cc(N)cc3C(C)C)CCN(c3ncccc3OCCCO)CC2)c1.Cl.Cl

Standard InChI:  InChI=1S/C34H47N5O4.2ClH/c1-23(2)28-20-26(35)21-29(24(3)4)31(28)38-33(41)37-22-34(25-9-6-10-27(19-25)42-5)12-15-39(16-13-34)32-30(11-7-14-36-32)43-18-8-17-40;;/h6-7,9-11,14,19-21,23-24,40H,8,12-13,15-18,22,35H2,1-5H3,(H2,37,38,41);2*1H

Standard InChI Key:  FQVSTMRMZCCFGP-UHFFFAOYSA-N

Molfile:  

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    6.5142   -3.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5186   -4.9420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4103   -5.1635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.5198    1.5191    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
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M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 589.78

Molecular Weight (Monoisotopic): 589.3628

AlogP: 6.04

#Rotatable Bonds: 12

Polar Surface Area: 121.97

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.18

CX LogP: 5.08

CX LogD: 5.06

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.15

Np Likeness Score: -0.75

References

1. Asano S, Ban H, Kino K, Ioriya K, Muraoka M..  (2009)  Synthesis and structure-activity relationships of N-(4-amino-2,6-diisopropylphenyl)-N'-(1,4-diarylpiperidine-4-yl)methylureas as anti-hyperlipidemic agents.,  17  (13): [PMID:19464189] [10.1016/j.bmc.2009.04.059]

Source

Source(1):

• Scientific Literature