finasteride-omega-oic acid

ID: ALA3542374

Cas Number: 116285-37-1

PubChem CID: 18632991

Product Number: F334440, Order Now?

Max Phase: Preclinical

Molecular Formula: C23H34N2O4

Molecular Weight: 402.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(NC(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4NC(=O)C=C[C@]4(C)[C@H]3CC[C@]12C)C(=O)O

Standard InChI:  InChI=1S/C23H34N2O4/c1-21(2,20(28)29)25-19(27)16-7-6-14-13-5-8-17-23(4,12-10-18(26)24-17)15(13)9-11-22(14,16)3/h10,12-17H,5-9,11H2,1-4H3,(H,24,26)(H,25,27)(H,28,29)/t13-,14-,15-,16+,17+,22-,23+/m0/s1

Standard InChI Key:  OFTBMAPJHKDDJV-MKMSXTRJSA-N

Molfile:  

     RDKit          2D

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   11.2632  -11.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3805  -11.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9690  -11.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6747  -11.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1729   -9.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1729  -10.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5575  -12.7119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5575  -11.0775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2508  -12.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8517  -12.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4671   -8.8116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6954   -9.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.6747  -12.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8745   -8.8075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9566  -12.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4548   -8.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1418  -12.7201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3929   -9.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2508  -10.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1605   -7.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4548   -7.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7573   -7.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6623  -10.6813    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3805  -11.9071    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2467  -13.1205    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9566  -11.9029    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1625   -6.7810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7471   -6.7810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  1  1  0
  4 14  1  0
  5  3  1  0
  7  6  1  1
  7  1  1  0
  8 10  1  0
  9  2  1  0
 10  2  1  0
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 13  1  1  0
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 15  3  1  0
 16  9  2  0
 17  7  1  0
 18  5  1  0
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 20 18  1  0
 21 12  1  0
 22 11  2  0
  1 23  1  1
  2 24  1  1
 25 21  1  0
 26 21  1  0
 27 21  1  0
  5 28  1  1
  3 29  1  6
 10 30  1  6
  4 31  1  6
 17 15  1  0
  5  4  1  0
 20 10  1  0
 11 16  1  0
 26 32  1  0
 26 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3542374

   Finasteride Carboxylic Acid

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: 402.54

Molecular Weight (Monoisotopic): 402.2519

AlogP: 2.88

#Rotatable Bonds: 3

Polar Surface Area: 95.50

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.04

CX Basic pKa: 0.16

CX LogP: 2.50

CX LogD: -0.64

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.68

Np Likeness Score: 1.80

References

1. Lundahl A, Hedeland M, Bondesson U, Lennernäs H..  (2011)  In vivo investigation in pigs of intestinal absorption, hepatobiliary disposition, and metabolism of the 5α-reductase inhibitor finasteride and the effects of coadministered ketoconazole.,  39  (5): [PMID:21317368] [10.1124/dmd.110.035311]

Source

Source(1):

• Scientific Literature