ID: ALA5202474

Max Phase: Preclinical

Molecular Formula: C27H29F2N5O4

Molecular Weight: 525.56

Representations

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

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

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