Trichophycin C

ID: ALA4757042

PubChem CID: 146683650

Max Phase: Preclinical

Molecular Formula: C22H32Cl2O2

Molecular Weight: 399.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](CC[C@@H](O)C/C(=C/Cl)Cc1ccccc1)C[C@@H](C)[C@@H](O)C/C=C/Cl

Standard InChI:  InChI=1S/C22H32Cl2O2/c1-17(13-18(2)22(26)9-6-12-23)10-11-21(25)15-20(16-24)14-19-7-4-3-5-8-19/h3-8,12,16-18,21-22,25-26H,9-11,13-15H2,1-2H3/b12-6+,20-16+/t17-,18-,21-,22+/m1/s1

Standard InChI Key:  SJNVRGHRZJFALE-COCHCKKMSA-N

Molfile:  

 
     RDKit          2D

 26 26  0  0  0  0  0  0  0  0999 V2000
    7.6622  -15.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3693  -14.7379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0818  -15.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3680  -13.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7930  -14.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5054  -15.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2166  -14.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9291  -15.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6403  -14.7313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9304  -15.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3528  -15.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0599  -14.7291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3541  -15.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7917  -13.9144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9498  -14.7402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9507  -13.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2391  -13.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5269  -13.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5308  -14.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2431  -15.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7723  -15.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0586  -13.9077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4835  -14.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1960  -15.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9072  -14.7246    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.6597  -13.5050    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  6
  9 11  1  0
 11 12  1  0
 11 13  1  6
  5 14  1  6
  1 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 12 21  1  0
 12 22  1  1
 21 23  1  0
 23 24  2  0
 24 25  1  0
  4 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4757042

   ---

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: 399.40

Molecular Weight (Monoisotopic): 398.1779

AlogP: 6.05

#Rotatable Bonds: 12

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.97

CX LogD: 5.97

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.45

Np Likeness Score: 1.51

References

1. McManus KM,Kirk RD,Via CW,Lotti JS,Roduit AF,Teta R,Scarpato S,Mangoni A,Bertin MJ.  (2020)  Isolation of Isotrichophycin C and Trichophycins G-I from a Collection of Trichodesmium thiebautii.,  83  (9): [PMID:32816476] [10.1021/acs.jnatprod.0c00550]

Source

Source(1):

• Scientific Literature