(2S)-2-[[(2S)-2-[[(2S,4R)-1-[[5-(dimethylamino)-1-naphthyl]sulfonyl]-4-fluoro-pyrrolidine-2-carbonyl]amino]-4-phenyl-butanoyl]amino]-5-guanidino-pentanoic acid

ID: ALA4644649

PubChem CID: 156018953

Max Phase: Preclinical

Molecular Formula: C33H42FN7O6S

Molecular Weight: 683.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1cccc2c(S(=O)(=O)N3C[C@H](F)C[C@H]3C(=O)N[C@@H](CCc3ccccc3)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O)cccc12

Standard InChI:  InChI=1S/C33H42FN7O6S/c1-40(2)27-14-6-12-24-23(27)11-7-15-29(24)48(46,47)41-20-22(34)19-28(41)31(43)38-25(17-16-21-9-4-3-5-10-21)30(42)39-26(32(44)45)13-8-18-37-33(35)36/h3-7,9-12,14-15,22,25-26,28H,8,13,16-20H2,1-2H3,(H,38,43)(H,39,42)(H,44,45)(H4,35,36,37)/t22-,25+,26+,28+/m1/s1

Standard InChI Key:  OQJYHUBBRXPATG-NGXSIQFZSA-N

Molfile:  

 
     RDKit          2D

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 14 47  2  0
 14 48  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4644649

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 683.81

Molecular Weight (Monoisotopic): 683.2901

AlogP: 1.96

#Rotatable Bonds: 15

Polar Surface Area: 198.02

Molecular Species: ZWITTERION

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.64

CX Basic pKa: 11.82

CX LogP: 0.44

CX LogD: 0.44

Aromatic Rings: 3

Heavy Atoms: 48

QED Weighted: 0.08

Np Likeness Score: -0.44

References

1. de la Sierra-Gallay IL, Belnou M, Chambraud B, Genet M, van Tilbeurgh H, Aumont-Nicaise M, Desmadril M, Baulieu EE, Jacquot Y, Byrne C..  (2020)  Bioinspired Hybrid Fluorescent Ligands for the FK1 Domain of FKBP52.,  63  (18): [PMID:32866001] [10.1021/acs.jmedchem.0c00825]

Source

Source(1):

• Scientific Literature