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

ID: ALA3819176

PubChem CID: 90371432

Max Phase: Preclinical

Molecular Formula: C30H36N2O4

Molecular Weight: 488.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)[C@H](CCc1ccccc1)NC(=O)c1ccc(N)c(CCCc2ccc(O)cc2)c1

Standard InChI:  InChI=1S/C30H36N2O4/c1-30(2,3)36-29(35)27(19-14-21-8-5-4-6-9-21)32-28(34)24-15-18-26(31)23(20-24)11-7-10-22-12-16-25(33)17-13-22/h4-6,8-9,12-13,15-18,20,27,33H,7,10-11,14,19,31H2,1-3H3,(H,32,34)/t27-/m0/s1

Standard InChI Key:  FRLONZOCEVTYLS-MHZLTWQESA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA3819176

   tert-butyl (2S)-2-[[4-amino-3-[3-(4-hydroxyphenyl)propyl]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: 488.63

Molecular Weight (Monoisotopic): 488.2675

AlogP: 5.22

#Rotatable Bonds: 10

Polar Surface Area: 101.65

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.31

CX Basic pKa: 3.05

CX LogP: 6.24

CX LogD: 6.24

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.27

Np Likeness Score: 0.01

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