3'-Deoxyadenosine 5'-O-naphth-1-yl(methoxy-2,2-dimethylglycinyl)phosphate

ID: ALA5277509

Chembl Id: CHEMBL5277509

Max Phase: Preclinical

Molecular Formula: C31H37N6O9P

Molecular Weight: 668.64

Names and Identifiers

Canonical SMILES:  CCOC(=O)CCc1ccccc1OP(=O)(N[C@@H](C)C(=O)OCc1ccccc1)OC[C@@H]1C[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O1

Standard InChI:  InChI=1S/C31H37N6O9P/c1-3-42-26(39)14-13-22-11-7-8-12-25(22)46-47(41,36-20(2)31(40)43-16-21-9-5-4-6-10-21)44-17-23-15-24(38)30(45-23)37-19-35-27-28(32)33-18-34-29(27)37/h4-12,18-20,23-24,30,38H,3,13-17H2,1-2H3,(H,36,41)(H2,32,33,34)/t20-,23-,24+,30+,47?/m0/s1

Standard InChI Key:  ZHKLADOIFBNCMS-JFLOEXCVSA-N

Alternative Forms

1. Parent:

   

   ALA5277509

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 668.64

Molecular Weight (Monoisotopic): 668.2360

AlogP: 3.48

#Rotatable Bonds: 15

Polar Surface Area: 199.24

Molecular Species: NEUTRAL

HBA: 14

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.24

CX Basic pKa: 4.92

CX LogP: 2.66

CX LogD: 2.66

Aromatic Rings: 4

Heavy Atoms: 47

QED Weighted: 0.12

Np Likeness Score: 0.36

References

1. Serpi M, Ferrari V, McGuigan C, Ghazaly E, Pepper C..  (2022)  Synthesis and Characterization of NUC-7738, an Aryloxy Phosphoramidate of 3'-Deoxyadenosine, as a Potential Anticancer Agent.,  65  (23.0): [PMID:36417756] [10.1021/acs.jmedchem.2c01348]

Source

Source(1):

• Scientific Literature