(2S,5S,14S)-14-amino-5-benzyl-15-(4-hydroxyphenyl)-2-isobutyl-4,10,13-trioxo-7-thioxo-3,6,9,12-tetraazapentadecan-1-oic acid

ID: ALA4567560

PubChem CID: 155558313

Max Phase: Preclinical

Molecular Formula: C28H37N5O6S

Molecular Weight: 571.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=S)CNC(=O)CNC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)O

Standard InChI:  InChI=1S/C28H37N5O6S/c1-17(2)12-23(28(38)39)33-27(37)22(14-18-6-4-3-5-7-18)32-25(40)16-30-24(35)15-31-26(36)21(29)13-19-8-10-20(34)11-9-19/h3-11,17,21-23,34H,12-16,29H2,1-2H3,(H,30,35)(H,31,36)(H,32,40)(H,33,37)(H,38,39)/t21-,22-,23-/m0/s1

Standard InChI Key:  CPJWIOGPXBNZFM-VABKMULXSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4567560

   ---

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: 571.70

Molecular Weight (Monoisotopic): 571.2465

AlogP: 0.64

#Rotatable Bonds: 15

Polar Surface Area: 182.88

Molecular Species: ACID

HBA: 7

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.20

CX Basic pKa: 7.73

CX LogP: -0.97

CX LogD: -1.12

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.15

Np Likeness Score: -0.06

References

1. Meanwell NA..  (2018)  Fluorine and Fluorinated Motifs in the Design and Application of Bioisosteres for Drug Design.,  61  (14): [PMID:29400967] [10.1021/acs.jmedchem.7b01788]

2. Kumari S,Carmona AV,Tiwari AK,Trippier PC.  (2020)  Amide Bond Bioisosteres: Strategies, Synthesis, and Successes.,  63  (21.0): [PMID:32686940] [10.1021/acs.jmedchem.0c00530]

Source

Source(1):

• Scientific Literature