SID26758016

ID: ALA3349011

PubChem CID: 26849671

Max Phase: Preclinical

Molecular Formula: C24H31ClO7

Molecular Weight: 466.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)O[C@]1(C(=O)OCCl)CC[C@@H]2[C@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@H]3[C@@H](O)C[C@@]21C

Standard InChI:  InChI=1S/C24H31ClO7/c1-4-30-21(29)32-24(20(28)31-13-25)10-8-17-16-6-5-14-11-15(26)7-9-22(14,2)19(16)18(27)12-23(17,24)3/h7,9,11,16-19,27H,4-6,8,10,12-13H2,1-3H3/t16-,17-,18+,19+,22+,23+,24+/m1/s1

Standard InChI Key:  DMKSVUSAATWOCU-QCHDLJQCSA-N

Molfile:  

     RDKit          2D

 35 38  0  0  1  0  0  0  0  0999 V2000
    5.8828    6.7116    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3184    3.6427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3258    2.2823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5926    4.7543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6417    2.6587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7305    6.1754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9240    5.3499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2209   -2.4390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8030   -0.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4380    0.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0440    0.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0440    1.7885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4562    1.7885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3032    2.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6790   -0.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8030    2.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5625    0.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8212   -1.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5625    1.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6790   -1.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5995    3.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0418    2.7885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4197   -2.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9565    0.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6930    0.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9382   -2.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1792   -0.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7550    5.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1792   -1.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8883    5.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1672    7.6113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3481    8.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2979   -0.6205    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3064    0.8243    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6715   -0.8608    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 30  1  0
 14  2  1  6
  2 28  1  0
 13  3  1  1
  4 21  1  0
 30  4  1  0
 21  5  2  0
 28  6  1  0
  6 31  1  0
 28  7  2  0
 29  8  2  0
 10  9  1  0
  9 11  1  0
  9 18  1  0
 13 10  1  0
 10 15  1  0
 11 12  1  0
 11 17  1  0
 12 14  1  0
 12 16  1  0
 12 22  1  1
 16 13  1  0
 14 19  1  0
 21 14  1  0
 20 15  1  0
 15 24  1  0
 15 25  1  1
 19 17  1  0
 23 18  1  0
 20 23  1  0
 26 20  2  0
 24 27  2  0
 29 26  1  0
 27 29  1  0
 31 32  1  0
 11 33  1  1
 10 34  1  1
  9 35  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA3349011

   chloromethyl (8R,9R,10R,11S,13S,14R,17R)-17-ethoxycarbonyloxy-11-hydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-17-carboxylate

Molecule Features

Natural Product: Yes

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: 466.96

Molecular Weight (Monoisotopic): 466.1758

AlogP: 3.92

#Rotatable Bonds: 4

Polar Surface Area: 99.13

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.94

CX LogD: 3.94

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: 1.86

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays