(2S)-5-amino-2-((2S)-5-amino-2-((2S)-1-((2S)-2-((2R)-4-amino-2-((2S)-2-(2-(2,5-dioxoimidazolidin-4-yl)acetamido)-3-methylbutanamido)-4-oxobutanamido)-3-(1H-indol-3-yl)propanoyl)pyrrolidine-2-carboxamido)-5-oxopentanamido)-5-oxopentanoic acid

ID: ALA2335206

PubChem CID: 71716415

Max Phase: Preclinical

Molecular Formula: C40H54N12O13

Molecular Weight: 910.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)CC1NC(=O)NC1=O)C(=O)N[C@H](CC(N)=O)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)O

Standard InChI:  InChI=1S/C40H54N12O13/c1-18(2)32(50-31(56)16-25-35(59)51-40(65)49-25)37(61)47-24(15-30(43)55)34(58)48-26(14-19-17-44-21-7-4-3-6-20(19)21)38(62)52-13-5-8-27(52)36(60)45-22(9-11-28(41)53)33(57)46-23(39(63)64)10-12-29(42)54/h3-4,6-7,17-18,22-27,32,44H,5,8-16H2,1-2H3,(H2,41,53)(H2,42,54)(H2,43,55)(H,45,60)(H,46,57)(H,47,61)(H,48,58)(H,50,56)(H,63,64)(H2,49,51,59,65)/t22-,23-,24+,25?,26-,27-,32-/m0/s1

Standard InChI Key:  WDEAGYOYLPXMLS-AXDHQSSLSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2335206

   (2S)-5-amino-2-[[(2S)-5-amino-2-[[(2S)-1-[(2S)-2-[[(2R)-4-amino-2-[[(2S)-2-[[2-(2,5-dioxoimidazolidin-4-yl)acetyl]amino]-3-methylbutanoyl]amino]-4-oxobutanoyl]amino]-3-(1H-indol-3-yl)propanoyl]pyrrolidine-2-carbonyl]amino]-5-oxopentanoyl]amino]-5-oxopenta

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: 910.94

Molecular Weight (Monoisotopic): 910.3933

AlogP: -4.13

#Rotatable Bonds: 24

Polar Surface Area: 406.37

Molecular Species: ACID

HBA: 12

HBD: 12

#RO5 Violations: 3

HBA (Lipinski): 25

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.59

CX Basic pKa: ┄

CX LogP: -5.60

CX LogD: -8.97

Aromatic Rings: 2

Heavy Atoms: 65

QED Weighted: 0.04

Np Likeness Score: -0.17

References

1. Ye L, Dickerson T, Kaur H, Takada YK, Fujita M, Liu R, Knapp JM, Lam KS, Schore NE, Kurth MJ, Takada Y..  (2013)  Identification of inhibitors against interaction between pro-inflammatory sPLA2-IIA protein and integrin αvβ3.,  23  (1): [PMID:23164706] [10.1016/j.bmcl.2012.10.080]

Source

Source(1):

• Scientific Literature