(4R)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-3-carboxy-propanoyl]amino]-3-methyl-butanoyl]amino]-5-amino-5-oxo-pentanoyl]amino]-5-[[(1S)-1-benzyl-2-[[(1S)-1-[[2-[[(1S)-1-[[(1S,2R)-1-[[(1S)-2-[[(1S)-1-[[(1S,2S)-1-[[(1S)-1-carboxy-4-guanidino-butyl]carbamoyl]-2-methyl-butyl]carbamoyl]-2-methyl-propyl]amino]-1-methyl-2-oxo-ethyl]carbamoyl]-2-hydroxy-propyl]carbamoyl]-2-methyl-propyl]amino]-2-oxo-ethyl]carbamoyl]-4-guanidino-butyl]amino]-2-oxo-ethyl]amino]-5-oxo-pentanoic acid

ID: ALA5286469

Max Phase: Preclinical

Molecular Formula: C67H110N20O21

Molecular Weight: 1531.74

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](CCC(=O)O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](NC(=O)[C@H](CC(=O)O)NC(C)=O)C(C)C)C(C)C)[C@@H](C)O)C(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O

Standard InChI:  InChI=1S/C67H110N20O21/c1-12-34(8)52(63(105)81-42(65(107)108)21-17-27-74-67(71)72)86-62(104)51(33(6)7)84-54(96)35(9)76-64(106)53(36(10)88)87-61(103)49(31(2)3)83-46(91)30-75-55(97)39(20-16-26-73-66(69)70)78-58(100)43(28-38-18-14-13-15-19-38)82-57(99)41(23-25-47(92)93)79-56(98)40(22-24-45(68)90)80-60(102)50(32(4)5)85-59(101)44(29-48(94)95)77-37(11)89/h13-15,18-19,31-36,39-44,49-53,88H,12,16-17,20-30H2,1-11H3,(H2,68,90)(H,75,97)(H,76,106)(H,77,89)(H,78,100)(H,79,98)(H,80,102)(H,81,105)(H,82,99)(H,83,91)(H,84,96)(H,85,101)(H,86,104)(H,87,103)(H,92,93)(H,94,95)(H,107,108)(H4,69,70,73)(H4,71,72,74)/t34-,35-,36+,39-,40-,41+,42-,43-,44-,49-,50-,51-,52-,53-/m0/s1

Standard InChI Key:  ZGBMUKYBTQDMSL-IRPRDAAMSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5286469

   ---

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: 1531.74

Molecular Weight (Monoisotopic): 1530.8154

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

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