(2S)-methyl 2-((((R)-2-amino-2-methyl-3-((4-(4-(p-tolyl)butanoyl)benzyl)oxy)propoxy)(phenoxy)phosphoryl)amino)propanoate

ID: ALA4096894

PubChem CID: 137653865

Max Phase: Preclinical

Molecular Formula: C32H41N2O7P

Molecular Weight: 596.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](C)NP(=O)(OC[C@](C)(N)COCc1ccc(C(=O)CCCc2ccc(C)cc2)cc1)Oc1ccccc1

Standard InChI:  InChI=1S/C32H41N2O7P/c1-24-13-15-26(16-14-24)9-8-12-30(35)28-19-17-27(18-20-28)21-39-22-32(3,33)23-40-42(37,34-25(2)31(36)38-4)41-29-10-6-5-7-11-29/h5-7,10-11,13-20,25H,8-9,12,21-23,33H2,1-4H3,(H,34,37)/t25-,32+,42?/m0/s1

Standard InChI Key:  BVNHBASJIGILFN-LGHOEUKBSA-N

Molfile:  

     RDKit          2D

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   25.1226   -3.9749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
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 39 40  1  0
 40 41  2  0
 41 36  1  0
 23 42  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4096894

   ---

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: 596.66

Molecular Weight (Monoisotopic): 596.2651

AlogP: 5.79

#Rotatable Bonds: 17

Polar Surface Area: 126.18

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.33

CX Basic pKa: 9.49

CX LogP: 4.95

CX LogD: 3.13

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.11

Np Likeness Score: -0.29

References

1. James E, Pertusati F, Brancale A, McGuigan C..  (2017)  Kinase-independent phosphoramidate S1P1 receptor agonist benzyl ether derivatives.,  27  (6): [PMID:28236593] [10.1016/j.bmcl.2017.02.011]

Source

Source(1):

• Scientific Literature