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

ID: ALA5202474

Chembl Id: CHEMBL5202474

PubChem CID: 118275360

Max Phase: Preclinical

Molecular Formula: C27H29F2N5O4

Molecular Weight: 525.56

Names and Identifiers

Canonical SMILES:  O=C(O)CC1CCC2(CC1)CCC(c1ccc(NC(=O)c3nnc(Nc4ccc(F)c(F)c4)o3)cn1)CC2

Standard InChI:  InChI=1S/C27H29F2N5O4/c28-20-3-1-18(14-21(20)29)32-26-34-33-25(38-26)24(37)31-19-2-4-22(30-15-19)17-7-11-27(12-8-17)9-5-16(6-10-27)13-23(35)36/h1-4,14-17H,5-13H2,(H,31,37)(H,32,34)(H,35,36)

Standard InChI Key:  QKTPNXWLDUSRAW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5202474

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

2. Alternative Forms:

   

   ALA5202474

   ---

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: 525.56

Molecular Weight (Monoisotopic): 525.2188

AlogP: 6.05

#Rotatable Bonds: 7

Polar Surface Area: 130.24

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.96

CX Basic pKa: 4.34

CX LogP: 4.17

CX LogD: 1.49

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.34

Np Likeness Score: -1.05

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