SID49647657

ID: ALA1326008

PubChem CID: 8016217

Max Phase: Preclinical

Molecular Formula: C21H25NO7

Molecular Weight: 403.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C)c2c(OCC(=O)N[C@@H](C)C(=O)O)cc3c(c2oc1=O)CCC(C)(C)O3

Standard InChI:  InChI=1S/C21H25NO7/c1-10-11(2)20(26)28-18-13-6-7-21(4,5)29-14(13)8-15(17(10)18)27-9-16(23)22-12(3)19(24)25/h8,12H,6-7,9H2,1-5H3,(H,22,23)(H,24,25)/t12-/m0/s1

Standard InChI Key:  VTWLOQSUSUMMTA-LBPRGKRZSA-N

Molfile:  

     RDKit          2D

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   -1.5900   -0.1720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2679   -0.1720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5534   -3.8845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6968    0.6530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5547   -0.1720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8403   -1.4095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4113   -0.5845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5534   -1.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5534   -0.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2679   -1.8220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1610   -0.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2679   -2.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5534   -3.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5900   -1.8220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3044   -1.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9824   -1.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9824   -3.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9824   -0.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7416    0.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1289   -0.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6968   -0.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1258   -0.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8403   -0.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1258    0.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0
  1 17  1  0
  2 12  1  0
  2 18  1  0
  3 13  1  0
  3 23  1  0
  4 17  2  0
  5 26  2  0
  6 28  2  0
  7 28  1  0
  8 26  1  0
  8 27  1  0
  9 10  2  0
  9 13  1  0
  9 14  1  0
 10 11  1  0
 11 12  2  0
 11 19  1  0
 12 15  1  0
 13 15  2  0
 14 16  2  0
 14 21  1  0
 16 17  1  0
 16 22  1  0
 18 20  1  0
 18 24  1  0
 18 25  1  0
 19 20  1  0
 23 26  1  0
 27 28  1  0
 27 29  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1326008

   (2S)-2-[[2-[(3,4,8,8-tetramethyl-2-oxo-9,10-dihydropyrano[2,3-h]chromen-5-yl)oxy]acetyl]amino]propanoic acid

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: 403.43

Molecular Weight (Monoisotopic): 403.1631

AlogP: 2.48

#Rotatable Bonds: 5

Polar Surface Area: 115.07

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.89

CX Basic pKa: ┄

CX LogP: 2.29

CX LogD: -1.20

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.74

Np Likeness Score: 0.28

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays