(2-Amino-6-benzyloxy-purin-9-yl)-acetic acid 10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl ester

ID: ALA3085510

PubChem CID: 9985499

Max Phase: Preclinical

Molecular Formula: C33H41N5O4

Molecular Weight: 571.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@H]3[C@@H](CCC4CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2OC(=O)Cn1cnc2c(OCc3ccccc3)nc(N)nc21

Standard InChI:  InChI=1S/C33H41N5O4/c1-32-14-12-22(39)16-21(32)8-9-23-24-10-11-26(33(24,2)15-13-25(23)32)42-27(40)17-38-19-35-28-29(38)36-31(34)37-30(28)41-18-20-6-4-3-5-7-20/h3-7,19,21,23-26H,8-18H2,1-2H3,(H2,34,36,37)/t21?,23-,24-,25-,26-,32-,33-/m0/s1

Standard InChI Key:  YEPBDNAWSZLNIO-HFOWXWJZSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3085510

   [(8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl] 2-(2-amino-6-phenylmethoxypurin-9-yl)acetate

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: 571.72

Molecular Weight (Monoisotopic): 571.3159

AlogP: 5.51

#Rotatable Bonds: 6

Polar Surface Area: 122.22

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 4.54

CX LogP: 5.49

CX LogD: 5.49

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.38

Np Likeness Score: 0.66

References

1. Chae MY, McDougall MG, Dolan ME, Swenn K, Pegg AE, Moschel RC..  (1994)  Substituted O6-benzylguanine derivatives and their inactivation of human O6-alkylguanine-DNA alkyltransferase.,  37  (3): [PMID:8308861] [10.1021/jm00029a005]

Source

Source(1):

• Scientific Literature