3'-Deoxyadenosine 5'-O-naphth-1-yl-(pent-1-oxy-L-leucinyl)phosphate

ID: ALA5267787

Chembl Id: CHEMBL5267787

Max Phase: Preclinical

Molecular Formula: C30H39N6O7P

Molecular Weight: 626.65

Names and Identifiers

Canonical SMILES:  CCCCCOC(=O)[C@@H](NP(=O)(OC[C@@H]1C[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O1)Oc1cccc2ccccc12)C(C)C

Standard InChI:  InChI=1S/C30H39N6O7P/c1-4-5-8-14-40-30(38)25(19(2)3)35-44(39,43-24-13-9-11-20-10-6-7-12-22(20)24)41-16-21-15-23(37)29(42-21)36-18-34-26-27(31)32-17-33-28(26)36/h6-7,9-13,17-19,21,23,25,29,37H,4-5,8,14-16H2,1-3H3,(H,35,39)(H2,31,32,33)/t21-,23+,25-,29+,44?/m0/s1

Standard InChI Key:  LTNGMGHKHVHFCA-IFILYCFCSA-N

Alternative Forms

1. Parent:

   

   ALA5267787

   ---

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: 626.65

Molecular Weight (Monoisotopic): 626.2618

AlogP: 4.76

#Rotatable Bonds: 14

Polar Surface Area: 172.94

Molecular Species: NEUTRAL

HBA: 12

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.22

CX Basic pKa: 3.94

CX LogP: 4.00

CX LogD: 4.00

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.10

Np Likeness Score: 0.41

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