(8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-amine

ID: ALA2063511

PubChem CID: 21144152

Max Phase: Preclinical

Molecular Formula: C27H49N

Molecular Weight: 387.70

Molecule Type: Small molecule

Names and Identifiers

Synonyms: NSC-23922 | 3-aminocholestane|NSC-23922|SCHEMBL1163573|CHEMBL2063511|RJNGJYWAIUJHOJ-BPAAZKTESA-N

Canonical SMILES:  CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4CC(N)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C27H49N/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-25H,6-17,28H2,1-5H3/t19-,20?,21?,22+,23-,24+,25+,26+,27-/m1/s1

Standard InChI Key:  RJNGJYWAIUJHOJ-BPAAZKTESA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   -1.0357   -7.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0357   -6.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3212   -6.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3212   -8.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3933   -7.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1078   -8.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8222   -7.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8222   -6.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5367   -6.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213   -6.8351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063   -6.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213   -5.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5763   -4.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3732   -4.5021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5867   -3.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3836   -3.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5971   -2.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3940   -2.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0137   -2.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9929   -4.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5367   -5.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5367   -4.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8222   -5.3427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1078   -5.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1078   -6.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3933   -6.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3933   -6.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1078   -7.4052    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8222   -6.1677    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5367   -7.4052    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167   -5.2833    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7501   -8.2302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  1  4  1  0
  4  5  1  0
  5  6  1  0
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  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 13 20  1  6
 12 21  1  0
  9 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
  8 25  1  0
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  3 26  1  0
  5 26  1  0
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 25 28  1  6
  8 29  1  1
  9 30  1  6
 12 31  1  6
  1  2  1  0
  1 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2063511

   3-Aminocholestane

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: 387.70

Molecular Weight (Monoisotopic): 387.3865

AlogP: 7.44

#Rotatable Bonds: 5

Polar Surface Area: 26.02

Molecular Species: BASE

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.45

CX LogP: 7.41

CX LogD: 4.67

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: 2.07

References

1. Roldós V, Carbajo RJ, Schott AK, Pineda-Lucena A, Ochoa-Callejero L, Martínez A, Ramos A, de Pascual-Teresa B..  (2012)  Identification of first proadrenomedullin N-terminal 20 peptide (PAMP) modulator by means of virtual screening and NMR interaction experiments.,  55  [PMID:22884224] [10.1016/j.ejmech.2012.07.031]

Source

Source(1):

• Scientific Literature