cyclo(L)-Pro-(D)-Phe

ID: ALA499995

Cas Number: 26488-24-4

PubChem CID: 6427771

Product Number: C346590, Order Now?

Max Phase: Preclinical

Molecular Formula: C14H16N2O2

Molecular Weight: 244.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1N[C@H](Cc2ccccc2)C(=O)N2CCC[C@@H]12

Standard InChI:  InChI=1S/C14H16N2O2/c17-13-12-7-4-8-16(12)14(18)11(15-13)9-10-5-2-1-3-6-10/h1-3,5-6,11-12H,4,7-9H2,(H,15,17)/t11-,12+/m1/s1

Standard InChI Key:  QZBUWPVZSXDWSB-NEPJUHHUSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -4.8274  -11.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7725  -10.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2818  -11.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9968  -10.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0330  -11.6536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3372  -12.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6008  -11.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5645  -10.8873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2647  -10.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9056  -12.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9428  -12.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6737  -13.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7112  -14.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0156  -14.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2807  -14.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2468  -13.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3744  -12.9211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2299   -9.6149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2265  -10.0288    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  1  5  1  0
  7 10  1  6
 10 11  1  0
  4  2  1  0
 11 12  2  0
  2  3  1  0
 12 13  1  0
  3  1  1  0
 13 14  2  0
  4  5  1  0
 14 15  1  0
  4  9  1  0
 15 16  2  0
 16 11  1  0
  5  6  1  0
  6 17  2  0
  6  7  1  0
  9 18  2  0
  7  8  1  0
  4 19  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA499995

   Cyclo(D-Phe-L-Pro)

Molecule Features

Natural Product: Yes

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: 244.29

Molecular Weight (Monoisotopic): 244.1212

AlogP: 0.72

#Rotatable Bonds: 2

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.28

CX Basic pKa: ┄

CX LogP: 0.86

CX LogD: 0.86

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.83

Np Likeness Score: 0.71

References

1. Fdhila F, Vázquez V, Sánchez JL, Riguera R..  (2003)  dd-diketopiperazines: antibiotics active against Vibrio anguillarum isolated from marine bacteria associated with cultures of Pecten maximus.,  66  (10): [PMID:14575426] [10.1021/np030233e]

Source

Source(1):

• Scientific Literature