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

ID: ALA3215788

PubChem CID: 90664416

Max Phase: Preclinical

Molecular Formula: C31H43Cl2N5O2

Molecular Weight: 515.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(C2(CNC(=O)Nc3c(C(C)C)cc(N)cc3C(C)C)CCN(c3cccnc3)CC2)c1.Cl.Cl

Standard InChI:  InChI=1S/C31H41N5O2.2ClH/c1-21(2)27-17-24(32)18-28(22(3)4)29(27)35-30(37)34-20-31(23-8-6-10-26(16-23)38-5)11-14-36(15-12-31)25-9-7-13-33-19-25;;/h6-10,13,16-19,21-22H,11-12,14-15,20,32H2,1-5H3,(H2,34,35,37);2*1H

Standard InChI Key:  STGZSJMNQNLELX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.1597   -1.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1622   -0.0281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8644    0.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5641   -0.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5978   -1.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8594   -2.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4631    0.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4633    2.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7624    2.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1896   -6.0110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4837   -8.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4784   -9.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1767  -10.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8803   -9.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8856   -8.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5465   -8.1029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7876   -7.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8239   -8.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8511   -5.8559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7940   -6.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031    3.0008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0432    3.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1724  -11.7119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0836   -4.1316    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
 20 14  1  0
 10 11  2  0
 15 21  1  0
  4  5  1  0
 21 22  1  0
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  5  6  1  0
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  3  8  1  0
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  9 10  1  0
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  3  4  1  0
 19 20  2  0
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: 515.70

Molecular Weight (Monoisotopic): 515.3260

AlogP: 6.28

#Rotatable Bonds: 8

Polar Surface Area: 92.51

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 5.60

CX LogP: 5.28

CX LogD: 5.27

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.31

Np Likeness Score: -1.09

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