(4S)-4-[[(2S)-2-[[(2S)-2-[[(2R)-2-amino-3-sulfanyl-propanoyl]amino]propanoyl]amino]-3-hydroxy-propanoyl]amino]-5-[[(1S)-2-[[(1S)-1-[[(1R)-1-carboxy-2-sulfanyl-ethyl]carbamoyl]-3-methyl-butyl]amino]-1-(hydroxymethyl)-2-oxo-ethyl]amino]-5-oxo-pentanoic acid

ID: ALA5278035

Max Phase: Preclinical

Molecular Formula: C26H45N7O12S2

Molecular Weight: 711.82

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H](C)NC(=O)[C@@H](N)CS)C(=O)N[C@@H](CS)C(=O)O

Standard InChI:  InChI=1S/C26H45N7O12S2/c1-11(2)6-15(23(41)33-18(10-47)26(44)45)30-25(43)17(8-35)32-22(40)14(4-5-19(36)37)29-24(42)16(7-34)31-20(38)12(3)28-21(39)13(27)9-46/h11-18,34-35,46-47H,4-10,27H2,1-3H3,(H,28,39)(H,29,42)(H,30,43)(H,31,38)(H,32,40)(H,33,41)(H,36,37)(H,44,45)/t12-,13-,14-,15-,16-,17-,18-/m0/s1

Standard InChI Key:  GGXRDLLAZCVACE-GOMYCMKKSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5278035

   ---

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: 711.82

Molecular Weight (Monoisotopic): 711.2568

AlogP: -4.92

#Rotatable Bonds: 22

Polar Surface Area: 315.68

Molecular Species: ACID

HBA: 13

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.55

CX Basic pKa: 7.78

CX LogP: -7.55

CX LogD: -10.53

Aromatic Rings: ┄

Heavy Atoms: 47

QED Weighted: 0.05

Np Likeness Score: 0.31

References

1. Cuffaro D, Ciccone L, Rossello A, Nuti E, Santamaria S..  (2022)  Targeting Aggrecanases for Osteoarthritis Therapy: From Zinc Chelation to Exosite Inhibition.,  65  (20.0): [PMID:36250680] [10.1021/acs.jmedchem.2c01177]

Source

Source(1):

• Scientific Literature