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

ID: ALA3819121

PubChem CID: 90371329

Max Phase: Preclinical

Molecular Formula: C29H34N2O4

Molecular Weight: 474.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)[C@H](CCc1ccccc1)NC(=O)c1ccc(N)c(CCc2ccccc2O)c1

Standard InChI:  InChI=1S/C29H34N2O4/c1-29(2,3)35-28(34)25(18-13-20-9-5-4-6-10-20)31-27(33)23-16-17-24(30)22(19-23)15-14-21-11-7-8-12-26(21)32/h4-12,16-17,19,25,32H,13-15,18,30H2,1-3H3,(H,31,33)/t25-/m0/s1

Standard InChI Key:  IPJKGSVTTHWREM-VWLOTQADSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3819121

   tert-butyl (2S)-2-[[4-amino-3-[2-(2-hydroxyphenyl)ethyl]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: 474.60

Molecular Weight (Monoisotopic): 474.2519

AlogP: 4.83

#Rotatable Bonds: 9

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: 10.28

CX Basic pKa: 3.02

CX LogP: 5.80

CX LogD: 5.80

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.30

Np Likeness Score: -0.04

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