N-(4-(tert-butyl)benzoyl)-O-(hydroxy((R)-2-hydroxy-3-(3-(3-(undecyloxy)phenyl)propanamido)propoxy)phosphoryl)-L-serine

ID: ALA5208758

PubChem CID: 168294994

Max Phase: Preclinical

Molecular Formula: C37H57N2O10P

Molecular Weight: 720.84

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCOc1cccc(CCC(=O)NC[C@@H](O)COP(=O)(O)OC[C@H](NC(=O)c2ccc(C(C)(C)C)cc2)C(=O)O)c1

Standard InChI:  InChI=1S/C37H57N2O10P/c1-5-6-7-8-9-10-11-12-13-23-47-32-16-14-15-28(24-32)17-22-34(41)38-25-31(40)26-48-50(45,46)49-27-33(36(43)44)39-35(42)29-18-20-30(21-19-29)37(2,3)4/h14-16,18-21,24,31,33,40H,5-13,17,22-23,25-27H2,1-4H3,(H,38,41)(H,39,42)(H,43,44)(H,45,46)/t31-,33+/m1/s1

Standard InChI Key:  RRHDWKLYSYYYCK-VTIYRKAUSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5208758

   ---

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: 720.84

Molecular Weight (Monoisotopic): 720.3751

AlogP: 6.32

#Rotatable Bonds: 25

Polar Surface Area: 180.72

Molecular Species: ACID

HBA: 8

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.88

CX Basic pKa: ┄

CX LogP: 6.80

CX LogD: 1.01

Aromatic Rings: 2

Heavy Atoms: 50

QED Weighted: 0.06

Np Likeness Score: -0.26

References

1. Sayama M, Uwamizu A, Ikubo M, Chen L, Yan G, Otani Y, Inoue A, Aoki J, Ohwada T..  (2021)  Switching Lysophosphatidylserine G Protein-Coupled Receptor Agonists to Antagonists by Acylation of the Hydrophilic Serine Amine.,  64  (14.0): [PMID:34233115] [10.1021/acs.jmedchem.1c00347]

Source

Source(1):

• Scientific Literature