ID: ALA520220

Max Phase: Preclinical

Molecular Formula: C33H34N4O3

Molecular Weight: 534.66

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=Cc1c(C)c2cc3nc(c4c5[nH]c(cc6nc(cc1[nH]2)C(C)=C6CC)c(C)c5C(=O)C4)[C@@H](CCC(=O)O)[C@@H]3C

Standard InChI:  InChI=1S/C33H34N4O3/c1-7-19-15(3)23-12-25-17(5)21(9-10-30(39)40)32(36-25)22-11-29(38)31-18(6)26(37-33(22)31)14-28-20(8-2)16(4)24(35-28)13-27(19)34-23/h7,12-14,17,21,34,37H,1,8-11H2,2-6H3,(H,39,40)/b23-12-,24-13-,25-12-,26-14-,27-13-,28-14-,32-22-/t17-,21-/m0/s1

Standard InChI Key:  IEGUQQKIFBYXLG-CDIXLCFRSA-N

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

Properties

Molecular Weight: 534.66

Molecular Weight (Monoisotopic): 534.2631

AlogP: 7.41

#Rotatable Bonds: 5

Polar Surface Area: 111.73

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.75

CX Basic pKa: 5.04

CX LogP: 5.77

CX LogD: 3.98

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.32

Np Likeness Score: 1.48

References

1. Watanabe N, Yamamoto K, Ihshikawa H, Yagi A, Sakata K, Brinen LS, Clardy J.  (1993)  New Chlorophyll-A-Related Compounds Isolated as Antioxidants from Marine Bivalves,  56  (3): [10.1021/np50093a001]

2. Kurihara H, Kagawa Y, Konno R, Kim SM, Takahashi K..  (2014)  Lipoxygenase inhibitors derived from marine macroalgae.,  24  (5): [PMID:24495846] [10.1016/j.bmcl.2014.01.046]

3. Zhu W, Wang LX, Chen DY, Gao YH, Yan YJ, Wu XF, Wang M, Han YP, Chen ZL..  (2018)  Synthesis and biological evaluation of 173-dicarboxylethyl-pyropheophorbide-a amide derivatives for photodynamic therapy.,  28  (16): [PMID:29279274] [10.1016/j.bmcl.2017.12.034]

4. Gao YH, Zhu XX, Zhu W, Wu D, Chen DY, Yan YJ, Wu XF, O'Shea DF, Chen ZL..  (2020)  Synthesis and evaluation of novel chlorophyll a derivatives as potent photosensitizers for photodynamic therapy.,  187  [PMID:31846830] [10.1016/j.ejmech.2019.111959]

5. Song M, Liu G, Liu Y, Cheng Z, Lin H, Liu J, Wu Z, Xue J, Hong W, Huang M, Li J, Xu P..  (2021)  Using porphyrins as albumin-binding molecules to enhance antitumor efficacies and reduce systemic toxicities of antimicrobial peptides.,  217  [PMID:33751980] [10.1016/j.ejmech.2021.113382]

Source

Source(1):

• Scientific Literature