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

ID: ALA3818492

PubChem CID: 90371399

Max Phase: Preclinical

Molecular Formula: C30H36N2O4

Molecular Weight: 488.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CCc2cc(C(=O)N[C@@H](CCc3ccccc3)C(=O)OC(C)(C)C)ccc2N)cc1

Standard InChI:  InChI=1S/C30H36N2O4/c1-30(2,3)36-29(34)27(19-13-21-8-6-5-7-9-21)32-28(33)24-15-18-26(31)23(20-24)14-10-22-11-16-25(35-4)17-12-22/h5-9,11-12,15-18,20,27H,10,13-14,19,31H2,1-4H3,(H,32,33)/t27-/m0/s1

Standard InChI Key:  BJSGAJSZZRLQJC-MHZLTWQESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3818492

   tert-butyl (2S)-2-[[4-amino-3-[2-(4-methoxyphenyl)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: 488.63

Molecular Weight (Monoisotopic): 488.2675

AlogP: 5.14

#Rotatable Bonds: 10

Polar Surface Area: 90.65

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.00

CX LogP: 5.94

CX LogD: 5.94

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.30

Np Likeness Score: -0.18

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