5-Amino-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-4,4-difluoro-pentanoic acid

ID: ALA83644

PubChem CID: 10457642

Max Phase: Preclinical

Molecular Formula: C20H23F2N9O3

Molecular Weight: 475.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(Cc1cnc2nc(N)nc(N)c2n1)c1ccc(C(=O)NC(CC(F)(F)CN)C(=O)O)cc1

Standard InChI:  InChI=1S/C20H23F2N9O3/c1-31(8-11-7-26-16-14(27-11)15(24)29-19(25)30-16)12-4-2-10(3-5-12)17(32)28-13(18(33)34)6-20(21,22)9-23/h2-5,7,13H,6,8-9,23H2,1H3,(H,28,32)(H,33,34)(H4,24,25,26,29,30)

Standard InChI Key:  AVMOJIXENQBMTQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.7000   -3.6167    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    9.6000   -0.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  6  2  0
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 32 33  1  0
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 34 16  1  0
  4  3  2  0
 22 15  1  0
 17 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA83644

   5-Amino-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-4,4-difluoro-pentanoic acid

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: 475.46

Molecular Weight (Monoisotopic): 475.1892

AlogP: 0.39

#Rotatable Bonds: 9

Polar Surface Area: 199.26

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.83

CX Basic pKa: 7.31

CX LogP: -2.10

CX LogD: -2.40

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.29

Np Likeness Score: -0.75

References

1. Tsukamoto T, Haile WH, McGuire JJ, Coward JK..  (1996)  Synthesis and biological evaluation of N alpha-(4-amino-4-deoxy-10-methylpteroyl)-DL-4,4-difluoroornithine.,  39  (13): [PMID:8691451] [10.1021/jm960046w]

Source

Source(1):

• Scientific Literature