2-Amino-N-[2-(3,5-di-tert-butyl-4-hydroxy-benzyl)-3,7,14-trioxo-1,4,8triaza-cyclotetradec-13-yl]-3-phenyl-propionamide

ID: ALA3143523

PubChem CID: 11135894

Max Phase: Preclinical

Molecular Formula: C35H51N5O5

Molecular Weight: 621.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cc(C[C@@H]2NC(=O)[C@@H](NC(=O)[C@@H](N)Cc3ccccc3)CCCCNC(=O)CCNC2=O)cc(C(C)(C)C)c1O

Standard InChI:  InChI=1S/C35H51N5O5/c1-34(2,3)24-18-23(19-25(30(24)42)35(4,5)6)21-28-32(44)38-17-15-29(41)37-16-11-10-14-27(33(45)40-28)39-31(43)26(36)20-22-12-8-7-9-13-22/h7-9,12-13,18-19,26-28,42H,10-11,14-17,20-21,36H2,1-6H3,(H,37,41)(H,38,44)(H,39,43)(H,40,45)/t26-,27-,28-/m0/s1

Standard InChI Key:  VMJSQTCIMVQDGV-KCHLEUMXSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3143523

   (2S)-2-amino-N-[(2S,13S)-2-[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-3,7,14-trioxo-1,4,8-triazacyclotetradec-13-yl]-3-phenylpropanamide

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: 621.82

Molecular Weight (Monoisotopic): 621.3890

AlogP: 2.88

#Rotatable Bonds: 6

Polar Surface Area: 162.65

Molecular Species: NEUTRAL

HBA: 6

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.65

CX Basic pKa: 7.71

CX LogP: 3.49

CX LogD: 3.01

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.29

Np Likeness Score: 0.47

References

1. Haramura M, Okamachi A, Tsuzuki K, Yogo K, Ikuta M, Kozono T, Takanashi H, Murayama E..  (2002)  Design and synthesis of motilin antagonists derived from the [1-4] fragment of porcine motilin.,  45  (3): [PMID:11806718] [10.1021/jm010332u]

Source

Source(1):

• Scientific Literature