Desmethyl-desacetyl-pyrophen

ID: ALA4633169

PubChem CID: 156010587

Max Phase: Preclinical

Molecular Formula: C13H13NO3

Molecular Weight: 231.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N[C@@H](Cc1ccccc1)c1cc(O)cc(=O)o1

Standard InChI:  InChI=1S/C13H13NO3/c14-11(6-9-4-2-1-3-5-9)12-7-10(15)8-13(16)17-12/h1-5,7-8,11,15H,6,14H2/t11-/m0/s1

Standard InChI Key:  LSFMXPXIHLGWKP-NSHDSACASA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    7.0550   -8.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0539   -9.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7685   -9.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4848   -9.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4818   -8.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7667   -8.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1946   -8.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9104   -8.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6231   -8.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9135   -9.5301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3376   -8.7027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0482   -8.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0494   -7.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3337   -7.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6168   -7.4673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3334   -6.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7624   -8.7035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  1
  9 11  1  0
  9 15  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 12 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4633169

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 231.25

Molecular Weight (Monoisotopic): 231.0895

AlogP: 1.59

#Rotatable Bonds: 3

Polar Surface Area: 76.46

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.50

CX Basic pKa: 8.82

CX LogP: 0.30

CX LogD: 0.11

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.84

Np Likeness Score: 0.46

References

1. Hai Y, Huang A, Tang Y..  (2020)  Biosynthesis of Amino Acid Derived α-Pyrones by an NRPS-NRPKS Hybrid Megasynthetase in Fungi.,  83  (3): [PMID:32159958] [10.1021/acs.jnatprod.9b00989]

Source

Source(1):

• Scientific Literature