(R)-2-cyclohexyl-N-(4-(2-(2-hydroxy-2-(pyridin-3-yl)ethylamino)ethyl)phenyl)benzamide

ID: ALA1083832

PubChem CID: 46881938

Max Phase: Preclinical

Molecular Formula: C28H33N3O2

Molecular Weight: 443.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(CCNC[C@H](O)c2cccnc2)cc1)c1ccccc1C1CCCCC1

Standard InChI:  InChI=1S/C28H33N3O2/c32-27(23-9-6-17-29-19-23)20-30-18-16-21-12-14-24(15-13-21)31-28(33)26-11-5-4-10-25(26)22-7-2-1-3-8-22/h4-6,9-15,17,19,22,27,30,32H,1-3,7-8,16,18,20H2,(H,31,33)/t27-/m0/s1

Standard InChI Key:  SKDPANZPMURFFE-MHZLTWQESA-N

Molfile:  

     RDKit          2D

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   15.2001   -7.7093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.3460   -8.9378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0583   -8.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0541   -7.6966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7749   -8.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7764   -9.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4921  -10.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2055   -9.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1986   -8.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4823   -8.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4749   -7.6886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1888   -7.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1834   -6.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7  8  1  0
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 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1083832

   (R)-2-cyclohexyl-N-(4-(2-(2-hydroxy-2-(pyridin-3-yl)ethylamino)ethyl)phenyl)benzamide

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: 443.59

Molecular Weight (Monoisotopic): 443.2573

AlogP: 5.25

#Rotatable Bonds: 9

Polar Surface Area: 74.25

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.87

CX Basic pKa: 9.45

CX LogP: 4.90

CX LogD: 2.87

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.40

Np Likeness Score: -0.83

References

1. Goble SD, Wang L, Howell KL, Bansal A, Berger R, Brockunier L, DiSalvo J, Feighner S, Harper B, He J, Hurley A, Hreniuk D, Parmee E, Robbins M, Salituro G, Sanfiz A, Streckfuss E, Watkins E, Weber AE, Struthers M, Edmondson SD..  (2010)  Heterocyclic acetamide and benzamide derivatives as potent and selective beta3-adrenergic receptor agonists with improved rodent pharmacokinetic profiles.,  20  (6): [PMID:20181479] [10.1016/j.bmcl.2010.01.130]

Source

Source(1):

• Scientific Literature