2-[3-[4-[[5-(3,4-difluoroanilino)-1,3,4-oxadiazole-2-carbonyl]amino]phenyl]spiro[5.5]undecan-9-yl]acetic acid

ID: ALA5174434

Chembl Id: CHEMBL5174434

PubChem CID: 73670267

Max Phase: Preclinical

Molecular Formula: C28H30F2N4O4

Molecular Weight: 524.57

Names and Identifiers

Canonical SMILES:  O=C(O)CC1CCC2(CC1)CCC(c1ccc(NC(=O)c3nnc(Nc4ccc(F)c(F)c4)o3)cc1)CC2

Standard InChI:  InChI=1S/C28H30F2N4O4/c29-22-6-5-21(16-23(22)30)32-27-34-33-26(38-27)25(37)31-20-3-1-18(2-4-20)19-9-13-28(14-10-19)11-7-17(8-12-28)15-24(35)36/h1-6,16-17,19H,7-15H2,(H,31,37)(H,32,34)(H,35,36)

Standard InChI Key:  OQWPAKFHAYCXAX-UHFFFAOYSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA5174434

   ---

2. Parent:

   

   ALA5174434

   2-[3-[4-[[5-(3,4-Difluoroanilino)-1,3,4-oxadiazole-2-carbonyl]amino]phenyl]spiro[5.5]undecan-9-yl]acetic 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: 524.57

Molecular Weight (Monoisotopic): 524.2235

AlogP: 6.65

#Rotatable Bonds: 7

Polar Surface Area: 117.35

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.84

CX Basic pKa: ┄

CX LogP: 5.82

CX LogD: 2.65

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.32

Np Likeness Score: -0.90

References

1. Koul S, Kurhade S, Bhosale S, Naik K, Salunkhe V, Ravula S, Punde P, Velayutham R, Tiwari A, Ahl D, Malkapuram S, Mudagala V, Raje A, Umrani D, Tambe S, Patil P, Singh U, Bhuniya D, Hariharan N, Mookhtiar K..  (2022)  Design and synthesis of novel spirocyclic carboxylic acids as potent and orally bioavailable DGAT1 inhibitors and their biological evaluation.,  62  [PMID:35189320] [10.1016/j.bmcl.2022.128632]

2. Koul S, Kurhade S, Bhosale S, Naik K, Salunkhe V, Ravula S, Punde P, Velayutham R, Tiwari A, Ahl D, Malkapuram S, Mudagala V, Raje A, Umrani D, Tambe S, Patil P, Singh U, Bhuniya D, Hariharan N, Mookhtiar K..  (2022)  Design and synthesis of novel spirocyclic carboxylic acids as potent and orally bioavailable DGAT1 inhibitors and their biological evaluation.,  62  [PMID:35189320] [10.1016/j.bmcl.2022.128632]

3. Koul S, Kurhade S, Bhosale S, Naik K, Salunkhe V, Ravula S, Punde P, Velayutham R, Tiwari A, Ahl D, Malkapuram S, Mudagala V, Raje A, Umrani D, Tambe S, Patil P, Singh U, Bhuniya D, Hariharan N, Mookhtiar K..  (2022)  Design and synthesis of novel spirocyclic carboxylic acids as potent and orally bioavailable DGAT1 inhibitors and their biological evaluation.,  62  [PMID:35189320] [10.1016/j.bmcl.2022.128632]

Source

Source(1):

• Scientific Literature