(2S,4S)-1-[[5-chloro-2-[(3-cyanophenyl)methoxy]-4-[[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-methyl-phenyl]methoxy]phenyl]methyl]-4-hydroxy-pyrrolidine-2-carboxylic acid

ID: ALA5180663

Cas Number: 1818315-18-2

PubChem CID: 118435044

Max Phase: Preclinical

Molecular Formula: C36H33ClN2O7

Molecular Weight: 641.12

Names and Identifiers

Canonical SMILES:  Cc1c(COc2cc(OCc3cccc(C#N)c3)c(CN3C[C@@H](O)C[C@H]3C(=O)O)cc2Cl)cccc1-c1ccc2c(c1)OCCO2

Standard InChI:  InChI=1S/C36H33ClN2O7/c1-22-26(6-3-7-29(22)25-8-9-32-35(14-25)44-11-10-43-32)21-46-34-16-33(45-20-24-5-2-4-23(12-24)17-38)27(13-30(34)37)18-39-19-28(40)15-31(39)36(41)42/h2-9,12-14,16,28,31,40H,10-11,15,18-21H2,1H3,(H,41,42)/t28-,31-/m0/s1

Standard InChI Key:  QBXVXKRWOVBUDB-IZEXYCQBSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5180663

   (2S,4S)-1-(5-Chloro-2-((3-cyanobenzyl)oxy)-4-((3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-methylbenzyl)oxy)benzyl)-4-hydroxypyrrolidine-2-carboxylic acid

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: 641.12

Molecular Weight (Monoisotopic): 640.1976

AlogP: 6.14

#Rotatable Bonds: 10

Polar Surface Area: 121.48

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.49

CX Basic pKa: 5.82

CX LogP: 3.88

CX LogD: 2.77

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.21

Np Likeness Score: -0.76

References

1. Zhang M, Liu J, Wang Y, Wang P, Morris-Natschke S, Lee KH..  (2022)  Molecular hybridization used to design and synthesize neo-tanshinlactone derivatives as PD-1/PD-L1 inhibitors.,  54  [PMID:34954618] [10.1016/j.bmc.2021.116579]

Source

Source(1):

• Scientific Literature