1-N,9-N-bis[(6S,9R,10S,13R,18aS)-2,5,9-trimethyl-1,4,7,11,14-pentaoxo-6,13-bis(propan-2-yl)-hexadecahydro-1H-pyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-2,7-diamino-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxamide

• ChemBase ID: 125527
• Molecular Formular: C62H87N13O16
• Molecular Mass: 1270.43168
• Monoisotopic Mass: 1269.63937377
• SMILES: O=c1c(C)c2oc3c(C)c(N)cc(C(=O)N[C@H]4C(=O)N[C@H](C(=O)N5[C@H](C(=O)N(CC(=O)N([C@H](C(=O)O[C@@H]4C)C(C)C)C)C)CCC5)C(C)C)c3nc2c(C(=O)N[C@H]2C(=O)N[C@@H](C(C)C)C(=O)N3[C@H](C(=O)N(CC(=O)N([C@H](C(=O)O[C@@H]2C)C(C)C)C)C)CCC3)c1N
• Canonical SMILES: O=C1N[C@@H](C(C)C)C(=O)N2CCC[C@H]2C(=O)N(C)CC(=O)N([C@H](C(=O)O[C@@H]([C@H]1NC(=O)c1c2nc3c(cc(c(c3oc2c(c(=O)c1N)C)C)N)C(=O)N[C@@H]1[C@@H](C)OC(=O)[C@H](C(C)C)N(C)C(=O)CN(C(=O)[C@H]2N(C(=O)[C@@H](NC1=O)C(C)C)CCC2)C)C)C(C)C)C
• InChI: InChI=1S/C62H87N13O16/c1-26(2)42-59(85)74-21-17-19-36(74)57(83)70(13)24-38(76)72(15)48(28(5)6)61(87)89-32(11)44(55(81)66-42)68-53(79)34-23-35(63)30(9)51-46(34)65-47-40(41(64)50(78)31(10)52(47)91-51)54(80)69-45-33(12)90-62(88)49(29(7)8)73(16)39(77)25-71(14)58(84)37-20-18-22-75(37)60(86)43(27(3)4)67-56(45)82/h23,26-29,32-33,36-37,42-45,48-49H,17-22,24-25,63-64H2,1-16H3,(H,66,81)(H,67,82)(H,68,79)(H,69,80)/t32-,33-,36+,37+,42-,43-,44+,45+,48+,49+/m1/s1
• InChIKey: YXHLJMWYDTXDHS-IRFLANFNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-N,9-N-bis[(6S,9R,10S,13R,18aS)-2,5,9-trimethyl-1,4,7,11,14-pentaoxo-6,13-bis(propan-2-yl)-hexadecahydro-1H-pyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-2,7-diamino-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxamide
• IUPAC Traditional name: 7-aminoactinomycin D
• Synonyms: 7-Amino-actinomycin D; 7-Aminoactinomycin D

Database IDs

• CAS Number: 7240-37-1
• PubChem SID: 162219877
• PubChem CID: 16218991; 14924508
• CHEBI ID: 52304
• Chemspider ID: 21326185
• Wikipedia Title: 7-Aminoactinomycin_D

CALCULATED PROPERTIES

• Acid pKa: 10.541236
• H Acceptors: 17
• H Donor: 6
• LogD (pH = 5.5): -0.9260221
• LogD (pH = 7.4): -0.926089
• Log P: -0.9258084
• Molar Refractivity: 330.872 cm^3
• Polarizability: 126.034424 Å^3
• Polar Surface Area: 381.56 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Red to dark purple powder

Safety Information

• Risk Statements: R26/27/28 R36/37/38
• Safety Statements: S26 S28 S36/37 S45