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

ID: ALA3818116

PubChem CID: 90371470

Max Phase: Preclinical

Molecular Formula: C30H36N2O5

Molecular Weight: 504.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)[C@H](CCc1ccccc1)NC(=O)c1ccc(N)c(OCCCc2ccc(O)cc2)c1

Standard InChI:  InChI=1S/C30H36N2O5/c1-30(2,3)37-29(35)26(18-13-21-8-5-4-6-9-21)32-28(34)23-14-17-25(31)27(20-23)36-19-7-10-22-11-15-24(33)16-12-22/h4-6,8-9,11-12,14-17,20,26,33H,7,10,13,18-19,31H2,1-3H3,(H,32,34)/t26-/m0/s1

Standard InChI Key:  NYHQOXCCEFXIAZ-SANMLTNESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3818116

   tert-butyl (2S)-2-[[4-amino-3-[3-(4-hydroxyphenyl)propoxy]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: 504.63

Molecular Weight (Monoisotopic): 504.2624

AlogP: 5.06

#Rotatable Bonds: 11

Polar Surface Area: 110.88

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.30

CX Basic pKa: 3.37

CX LogP: 5.56

CX LogD: 5.56

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.19

Np Likeness Score: -0.22

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