(S)-tert-Butyl 2-(4-Amino-3-(4-hydroxybenzyl)benzamido)-4-phenylbutanoate

ID: ALA3818278

PubChem CID: 90371459

Max Phase: Preclinical

Molecular Formula: C28H32N2O4

Molecular Weight: 460.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)[C@H](CCc1ccccc1)NC(=O)c1ccc(N)c(Cc2ccc(O)cc2)c1

Standard InChI:  InChI=1S/C28H32N2O4/c1-28(2,3)34-27(33)25(16-11-19-7-5-4-6-8-19)30-26(32)21-12-15-24(29)22(18-21)17-20-9-13-23(31)14-10-20/h4-10,12-15,18,25,31H,11,16-17,29H2,1-3H3,(H,30,32)/t25-/m0/s1

Standard InChI Key:  APOUMGBQSXKPGW-VWLOTQADSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3818278

   tert-butyl (2S)-2-[[4-amino-3-[(4-hydroxyphenyl)methyl]benzoyl]amino]-4-phenylbutanoate

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: 460.57

Molecular Weight (Monoisotopic): 460.2362

AlogP: 4.64

#Rotatable Bonds: 8

Polar Surface Area: 101.65

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.12

CX Basic pKa: 2.77

CX LogP: 5.35

CX LogD: 5.35

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.34

Np Likeness Score: -0.08

References

1. Morin MD, Wang Y, Jones BT, Su L, Surakattula MM, Berger M, Huang H, Beutler EK, Zhang H, Beutler B, Boger DL..  (2016)  Discovery and Structure-Activity Relationships of the Neoseptins: A New Class of Toll-like Receptor-4 (TLR4) Agonists.,  59  (10): [PMID:27050713] [10.1021/acs.jmedchem.6b00177]

Source

Source(1):

• Scientific Literature