(S)-3-(4-(((S)-7-chloro-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methoxy)phenyl)hex-4-ynoic acid

ID: ALA4288001

Chembl Id: CHEMBL4288001

PubChem CID: 145990715

Max Phase: Preclinical

Molecular Formula: C21H19ClO5

Molecular Weight: 386.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC#C[C@@H](CC(=O)O)c1ccc(OC[C@H]2COc3ccc(Cl)cc3O2)cc1

Standard InChI:  InChI=1S/C21H19ClO5/c1-2-3-15(10-21(23)24)14-4-7-17(8-5-14)25-12-18-13-26-19-9-6-16(22)11-20(19)27-18/h4-9,11,15,18H,10,12-13H2,1H3,(H,23,24)/t15-,18-/m0/s1

Standard InChI Key:  SVPBWNODTIJLNU-YJBOKZPZSA-N

Alternative Forms

1. Parent:

   

   ALA4288001

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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: 386.83

Molecular Weight (Monoisotopic): 386.0921

AlogP: 4.14

#Rotatable Bonds: 6

Polar Surface Area: 64.99

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.09

CX Basic pKa: ┄

CX LogP: 4.64

CX LogD: 1.53

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.76

Np Likeness Score: 0.13

References

1. Guo B, Guo S, Huang J, Li J, Li J, Chen Q, Zhou X, Xie X, Yang Y..  (2018)  Design and optimization of 2,3-dihydrobenzo[b][1,4]dioxine propanoic acids as novel GPR40 agonists with improved pharmacokinetic and safety profiles.,  26  (22): [PMID:30392954] [10.1016/j.bmc.2018.10.019]

Source

Source(1):

• Scientific Literature