2-Amino-N-[2-(3-tert-butyl-4-hydroxy-benzyl)-3,8,15-trioxo-1,4,9triaza-cyclopentadec-14-yl]-3-phenyl-propionamide

ID: ALA3143518

PubChem CID: 11146277

Max Phase: Preclinical

Molecular Formula: C32H45N5O5

Molecular Weight: 579.74

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)CCCNC2=O)ccc1O

Standard InChI:  InChI=1S/C32H45N5O5/c1-32(2,3)23-18-22(14-15-27(23)38)20-26-30(41)35-17-9-13-28(39)34-16-8-7-12-25(31(42)37-26)36-29(40)24(33)19-21-10-5-4-6-11-21/h4-6,10-11,14-15,18,24-26,38H,7-9,12-13,16-17,19-20,33H2,1-3H3,(H,34,39)(H,35,41)(H,36,40)(H,37,42)/t24-,25-,26-/m0/s1

Standard InChI Key:  VOSZANSDDCFZDQ-GSDHBNRESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3143518

   (2S)-2-amino-N-[(2S,14S)-2-[(3-tert-butyl-4-hydroxyphenyl)methyl]-3,8,15-trioxo-1,4,9-triazacyclopentadec-14-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: 579.74

Molecular Weight (Monoisotopic): 579.3421

AlogP: 1.97

#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: 10.10

CX Basic pKa: 7.71

CX LogP: 2.23

CX LogD: 1.75

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.31

Np Likeness Score: 0.46

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