3-(6-((3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene)methyl)-2-oxospiro[indoline-3,4'-piperidine]-1'-yl)propanoic acid

ID: ALA3775464

Chembl Id: CHEMBL3775464

PubChem CID: 127031153

Max Phase: Preclinical

Molecular Formula: C30H27FN2O4

Molecular Weight: 498.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCN1CCC2(CC1)C(=O)Nc1cc(/C=C3\c4ccccc4COc4cc(F)ccc43)ccc12

Standard InChI:  InChI=1S/C30H27FN2O4/c31-21-6-7-23-24(22-4-2-1-3-20(22)18-37-27(23)17-21)15-19-5-8-25-26(16-19)32-29(36)30(25)10-13-33(14-11-30)12-9-28(34)35/h1-8,15-17H,9-14,18H2,(H,32,36)(H,34,35)/b24-15+

Standard InChI Key:  USPGQEVDVWVOTF-BUVRLJJBSA-N

Alternative Forms

1. Parent:

   

   ALA3775464

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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: 498.55

Molecular Weight (Monoisotopic): 498.1955

AlogP: 5.07

#Rotatable Bonds: 4

Polar Surface Area: 78.87

Molecular Species: ZWITTERION

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.24

CX Basic pKa: 9.18

CX LogP: 1.91

CX LogD: 1.90

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.53

Np Likeness Score: -0.23

References

1. Lotesta SD, Marcus AP, Zheng Y, Leftheris K, Noto PB, Meng S, Kandpal G, Chen G, Zhou J, McKeever B, Bukhtiyarov Y, Zhao Y, Lala DS, Singh SB, McGeehan GM..  (2016)  Identification of spirooxindole and dibenzoxazepine motifs as potent mineralocorticoid receptor antagonists.,  24  (6): [PMID:26897089] [10.1016/j.bmc.2016.02.014]

Source

Source(1):

• Scientific Literature