Methyl N-(abiet-8,11,13-trien-18-yl)-D-serinate

ID: ALA3896732

Chembl Id: CHEMBL3896732

PubChem CID: 132495301

Max Phase: Preclinical

Molecular Formula: C24H35NO4

Molecular Weight: 401.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H](CO)NC(=O)[C@]1(C)CCC[C@]2(C)c3ccc(C(C)C)cc3CC[C@@H]12

Standard InChI:  InChI=1S/C24H35NO4/c1-15(2)16-7-9-18-17(13-16)8-10-20-23(18,3)11-6-12-24(20,4)22(28)25-19(14-26)21(27)29-5/h7,9,13,15,19-20,26H,6,8,10-12,14H2,1-5H3,(H,25,28)/t19-,20-,23-,24-/m1/s1

Standard InChI Key:  DPOHZJIFSSBODN-FAYOUJPWSA-N

Alternative Forms

1. Parent:

   

   ALA3896732

   ---

Molecule Features

Natural Product: No

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: 401.55

Molecular Weight (Monoisotopic): 401.2566

AlogP: 3.47

#Rotatable Bonds: 5

Polar Surface Area: 75.63

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.17

CX Basic pKa: 0.22

CX LogP: 4.31

CX LogD: 4.31

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.74

Np Likeness Score: 1.39

References

1. Helfenstein A, Vahermo M, Nawrot DA, Demirci F, İşcan G, Krogerus S, Yli-Kauhaluoma J, Moreira VM, Tammela P..  (2017)  Antibacterial profiling of abietane-type diterpenoids.,  25  (1): [PMID:27793449] [10.1016/j.bmc.2016.10.019]

Source

Source(1):

• Scientific Literature