Penicisteckin C

ID: ALA4848872

PubChem CID: 164610512

Max Phase: Preclinical

Molecular Formula: C24H30O6

Molecular Weight: 414.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c2c(c(C)c(O)c1-c1c(O)c(C)c3c(c1OC)CO[C@@H](C)C3)C[C@H](C)OC2

Standard InChI:  InChI=1S/C24H30O6/c1-11-7-15-13(3)21(25)19(23(27-5)17(15)9-29-11)20-22(26)14(4)16-8-12(2)30-10-18(16)24(20)28-6/h11-12,25-26H,7-10H2,1-6H3/t11-,12-/m0/s1

Standard InChI Key:  QPDJODIQIBXHFD-RYUDHWBXSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    4.5846  -10.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8691   -9.9298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5874  -11.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8697  -11.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8697  -12.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2975   -9.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0109  -10.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9995   -8.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2901   -9.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7207   -9.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7212   -9.9263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4366  -10.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1559   -9.9254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1553   -9.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4355   -8.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0104  -11.1617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7249  -11.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -9.1047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9936   -7.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8700   -8.6828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1561  -11.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1557  -10.3471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4467   -9.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7336  -10.3478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7340  -11.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4475  -11.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3027  -11.5809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5800   -8.6901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1509   -8.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0192  -11.5829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 21  4  1  0
  3  1  1  0
  1  2  2  0
  2 22  1  0
  3  4  2  0
  4  5  1  0
  1  6  1  0
  6  7  2  0
  7 11  1  0
 10  8  1  0
  8  9  2  0
  9  6  1  0
 10 11  2  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  7 16  1  0
 16 17  1  0
  2 18  1  0
  9 28  1  0
  8 19  1  0
 14 20  1  6
 21 22  2  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
  3 27  1  0
 18 29  1  0
 25 30  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4848872

   ---

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: 414.50

Molecular Weight (Monoisotopic): 414.2042

AlogP: 4.32

#Rotatable Bonds: 3

Polar Surface Area: 77.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.97

CX Basic pKa: ┄

CX LogP: 4.39

CX LogD: 4.38

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.78

Np Likeness Score: 0.85

References

1. Wu XZ, Huang WJ, Liu W, Mándi A, Zhang Q, Zhang L, Zhang W, Kurtán T, Yuan CS, Zhang C..  (2021)  Penicisteckins A-F, Isochroman-Derived Atropisomeric Dimers from Penicillium steckii HNNU-5B18.,  84  (11.0): [PMID:34787427] [10.1021/acs.jnatprod.1c00787]

2. Wu XZ, Huang WJ, Liu W, Mándi A, Zhang Q, Zhang L, Zhang W, Kurtán T, Yuan CS, Zhang C..  (2021)  Penicisteckins A-F, Isochroman-Derived Atropisomeric Dimers from Penicillium steckii HNNU-5B18.,  84  (11.0): [PMID:34787427] [10.1021/acs.jnatprod.1c00787]

Source

Source(1):

• Scientific Literature