(2S)-5-[4-(4-bromophenyl)-1H-1,2,3-triazol-1-yl]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pentanoic acid

ID: ALA3627746

PubChem CID: 122192873

Max Phase: Preclinical

Molecular Formula: C28H25BrN4O4

Molecular Weight: 561.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@@H](CCCn1cc(-c2ccc(Br)cc2)nn1)C(=O)O)OCC1c2ccccc2-c2ccccc21

Standard InChI:  InChI=1S/C28H25BrN4O4/c29-19-13-11-18(12-14-19)26-16-33(32-31-26)15-5-10-25(27(34)35)30-28(36)37-17-24-22-8-3-1-6-20(22)21-7-2-4-9-23(21)24/h1-4,6-9,11-14,16,24-25H,5,10,15,17H2,(H,30,36)(H,34,35)/t25-/m0/s1

Standard InChI Key:  LYHKQAFVCYVOFB-VWLOTQADSA-N

Molfile:  

     RDKit          2D

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    0.0031   -2.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039   -3.5691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2187  -11.8181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4322  -12.6779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9687  -14.1045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4687  -14.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0911  -16.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1206  -17.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6448  -17.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1100  -15.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8684  -18.5161    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  5  4  2  0
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  1 13  1  0
  8 14  1  0
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 19 20  1  1
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 26 30  1  0
 31 29  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 31 36  1  0
 37 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3627746

   ---

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: 561.44

Molecular Weight (Monoisotopic): 560.1059

AlogP: 5.48

#Rotatable Bonds: 9

Polar Surface Area: 106.34

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.67

CX Basic pKa: ┄

CX LogP: 5.92

CX LogD: 2.60

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.28

Np Likeness Score: -0.87

References

1. Cominetti MM, Goffin SA, Raffel E, Turner KD, Ramoutar JC, O'Connell MA, Howell LA, Searcey M..  (2015)  Identification of a new p53/MDM2 inhibitor motif inspired by studies of chlorofusin.,  25  (21): [PMID:26115576] [10.1016/j.bmcl.2015.06.014]

Source

Source(1):

• Scientific Literature