ID: ALA2047536

Max Phase: Preclinical

Molecular Formula: C28H24N6O6

Molecular Weight: 540.54

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1c(C(=O)O)ccc2c1CC[C@@H]2NC(=O)c1cc(C(=O)NCc2ccc3c(c2)NC(=O)CO3)nc2ccnn12

Standard InChI:  InChI=1S/C28H24N6O6/c1-14-16-5-6-19(18(16)4-3-17(14)28(38)39)33-27(37)22-11-21(31-24-8-9-30-34(22)24)26(36)29-12-15-2-7-23-20(10-15)32-25(35)13-40-23/h2-4,7-11,19H,5-6,12-13H2,1H3,(H,29,36)(H,32,35)(H,33,37)(H,38,39)/t19-/m0/s1

Standard InChI Key:  DACARRUBIAXSBX-IBGZPJMESA-N

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

Properties

Molecular Weight: 540.54

Molecular Weight (Monoisotopic): 540.1757

AlogP: 2.41

#Rotatable Bonds: 6

Polar Surface Area: 164.02

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.92

CX Basic pKa: 0.81

CX LogP: 2.05

CX LogD: -1.15

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.29

Np Likeness Score: -1.08

References

1. Gege C, Bao B, Bluhm H, Boer J, Gallagher BM, Korniski B, Powers TS, Steeneck C, Taveras AG, Baragi VM..  (2012)  Discovery and evaluation of a non-Zn chelating, selective matrix metalloproteinase 13 (MMP-13) inhibitor for potential intra-articular treatment of osteoarthritis.,  55  (2): [PMID:22175799] [10.1021/jm201152u]

2. Das S, Amin SA, Jha T..  (2021)  Inhibitors of gelatinases (MMP-2 and MMP-9) for the management of hematological malignancies.,  223  [PMID:34157437] [10.1016/j.ejmech.2021.113623]

Source

Source(1):

• Scientific Literature