(5-nitrofuran-2-yl)methyl P-(S)-3-(2-(4-aminobenzamido)acetamido)-1,1-difluoro-4-(4-hydroxyphenethylamino)-4-oxobutyl-N-(4-chlorobutyl)-N-methylphosphonamidate

ID: ALA4237884

PubChem CID: 145984426

Max Phase: Preclinical

Molecular Formula: C31H38ClF2N6O9P

Molecular Weight: 743.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CCCCCl)P(=O)(OCc1ccc([N+](=O)[O-])o1)C(F)(F)C[C@H](NC(=O)CNC(=O)c1ccc(N)cc1)C(=O)NCCc1ccc(O)cc1

Standard InChI:  InChI=1S/C31H38ClF2N6O9P/c1-39(17-3-2-15-32)50(47,48-20-25-12-13-28(49-25)40(45)46)31(33,34)18-26(30(44)36-16-14-21-4-10-24(41)11-5-21)38-27(42)19-37-29(43)22-6-8-23(35)9-7-22/h4-13,26,41H,2-3,14-20,35H2,1H3,(H,36,44)(H,37,43)(H,38,42)/t26-,50?/m0/s1

Standard InChI Key:  FOOUDSNEJGISFX-PHJSXTQASA-N

Molfile:  

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M  CHG  2  48   1  50  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4237884

   ---

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: 743.10

Molecular Weight (Monoisotopic): 742.2094

AlogP: 4.39

#Rotatable Bonds: 20

Polar Surface Area: 219.37

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.50

CX Basic pKa: 3.27

CX LogP: 2.14

CX LogD: 2.13

Aromatic Rings: 3

Heavy Atoms: 50

QED Weighted: 0.03

Np Likeness Score: -0.67

References

1. Stevers LM, Sijbesma E, Botta M, MacKintosh C, Obsil T, Landrieu I, Cau Y, Wilson AJ, Karawajczyk A, Eickhoff J, Davis J, Hann M, O'Mahony G, Doveston RG, Brunsveld L, Ottmann C..  (2018)  Modulators of 14-3-3 Protein-Protein Interactions.,  61  (9): [PMID:28968506] [10.1021/acs.jmedchem.7b00574]

Source

Source(1):

• Scientific Literature