(R)-N1-((S)-1-((S)-1,6-diamino-1-oxohexan-2-ylamino)-1-oxo-3-phenylpropan-2-yl)-N4-hydroxy-2-isobutylsuccinamide

ID: ALA3355722

Chembl Id: CHEMBL3355722

PubChem CID: 11669859

Max Phase: Preclinical

Molecular Formula: C23H37N5O5

Molecular Weight: 463.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](CC(=O)NO)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCCN)C(N)=O

Standard InChI:  InChI=1S/C23H37N5O5/c1-15(2)12-17(14-20(29)28-33)22(31)27-19(13-16-8-4-3-5-9-16)23(32)26-18(21(25)30)10-6-7-11-24/h3-5,8-9,15,17-19,33H,6-7,10-14,24H2,1-2H3,(H2,25,30)(H,26,32)(H,27,31)(H,28,29)/t17-,18+,19+/m1/s1

Standard InChI Key:  VGWZAHYVUANFST-QYZOEREBSA-N

Alternative Forms

1. Parent:

   

   ALA3355722

   (2R)-N-[(2S)-1-[[(2S)-1,6-diamino-1-oxohexan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]-N'-hydroxy-2-(2-methylpropyl)butanediamide

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: 463.58

Molecular Weight (Monoisotopic): 463.2795

AlogP: 0.37

#Rotatable Bonds: 15

Polar Surface Area: 176.64

Molecular Species: BASE

HBA: 6

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.88

CX Basic pKa: 10.20

CX LogP: -0.91

CX LogD: -2.11

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.12

Np Likeness Score: 0.26

References

1. Matusiak N, Castelli R, Tuin AW, Overkleeft HS, Wisastra R, Dekker FJ, Prély LM, Bischoff R, van Waarde A, Dierckx RA, Elsinga PH..  (2015)  A dual inhibitor of matrix metalloproteinases and a disintegrin and metalloproteinases, [¹⁸F]FB-ML5, as a molecular probe for non-invasive MMP/ADAM-targeted imaging.,  23  (1): [PMID:25438884] [10.1016/j.bmc.2014.11.013]

Source

Source(1):

• Scientific Literature