2-Amino-N-[3-(3-tert-butyl-4-hydroxy-benzyl)-2,5,12-trioxo-1,4,11triaza-cycloheptadec-6-yl]-3-phenyl-propionamide

ID: ALA3143521

PubChem CID: 11767227

Max Phase: Preclinical

Molecular Formula: C34H49N5O5

Molecular Weight: 607.80

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)CCCCCNC2=O)ccc1O

Standard InChI:  InChI=1S/C34H49N5O5/c1-34(2,3)25-20-24(16-17-29(25)40)22-28-32(43)37-19-10-5-8-15-30(41)36-18-11-9-14-27(33(44)39-28)38-31(42)26(35)21-23-12-6-4-7-13-23/h4,6-7,12-13,16-17,20,26-28,40H,5,8-11,14-15,18-19,21-22,35H2,1-3H3,(H,36,41)(H,37,43)(H,38,42)(H,39,44)/t26-,27-,28-/m0/s1

Standard InChI Key:  QMYIRZWADGJLPZ-KCHLEUMXSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3143521

   (2S)-2-amino-N-[(3S,6S)-3-[(3-tert-butyl-4-hydroxyphenyl)methyl]-2,5,12-trioxo-1,4,11-triazacycloheptadec-6-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: 607.80

Molecular Weight (Monoisotopic): 607.3734

AlogP: 2.75

#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: 3.12

CX LogD: 2.64

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.30

Np Likeness Score: 0.43

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