3-[18-(2-Carboxy-ethyl)-8,13-bis-(1,2-diacetoxy-ethyl)-3,7,12,17-tetramethyl-22,24-dihydro-porphin-2-yl]-propionic acid

ID: ALA326831

Chembl Id: CHEMBL326831

PubChem CID: 44343168

Max Phase: Preclinical

Molecular Formula: C50H46N4O12

Molecular Weight: 894.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(CCC(=O)O)c2cc3[nH]c(cc4[nH]c(cc5nc(cc1n2)C(C)=C5C(COC(=O)C1=CC1)OC(=O)C1=CC1)c(C)c4C(COC(=O)C1=CC1)OC(=O)C1=CC1)c(C)c3CCC(=O)O

Standard InChI:  InChI=1S/C50H46N4O12/c1-23-31(13-15-43(55)56)37-20-38-32(14-16-44(57)58)24(2)34(52-38)18-39-46(42(66-50(62)30-11-12-30)22-64-48(60)28-7-8-28)26(4)36(54-39)19-40-45(25(3)35(53-40)17-33(23)51-37)41(65-49(61)29-9-10-29)21-63-47(59)27-5-6-27/h5,7,9,11,17-20,41-42,52,54H,6,8,10,12-16,21-22H2,1-4H3,(H,55,56)(H,57,58)/b33-17-,34-18-,35-17-,36-19-,37-20-,38-20-,39-18-,40-19-

Standard InChI Key:  KONCPTJGCDAFCV-QGQUFCMSSA-N

Alternative Forms

1. Parent:

   

   ALA326831

   3-[8,13-Bis[1,2-bis(cyclopropene-1-carbonyloxy)ethyl]-18-(2-carboxyethyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic acid

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: 894.93

Molecular Weight (Monoisotopic): 894.3112

AlogP: 7.58

#Rotatable Bonds: 18

Polar Surface Area: 237.16

Molecular Species: ACID

HBA: 12

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.57

CX Basic pKa: 4.99

CX LogP: 7.87

CX LogD: 3.24

Aromatic Rings: 3

Heavy Atoms: 66

QED Weighted: 0.07

Np Likeness Score: 0.34

References

1. DeCamp DL, Babé LM, Salto R, Lucich JL, Koo MS, Kahl SB, Craik CS..  (1992)  Specific inhibition of HIV-1 protease by boronated porphyrins.,  35  (18): [PMID:1527792] [10.1021/jm00096a020]

2. DeCamp DL, Babé LM, Salto R, Lucich JL, Koo MS, Kahl SB, Craik CS..  (1992)  Specific inhibition of HIV-1 protease by boronated porphyrins.,  35  (18): [PMID:1527792] [10.1021/jm00096a020]

Source

Source(1):

• Scientific Literature