(4S)-4-[(2S,3R)-2-[(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-3-hydroxypropanamido]-3-hydroxybutanamido]-5-[(2S)-2-{[(1S)-3-carbamoyl-1-{[(1S)-1-{[(2S)-4-carbamoyl-1-[(2S)-2-[({[(1S)-1-{[(1S)-2-carbamoyl-1-{[(1S)-1-carboxy-3-methylbutyl]carbamoyl}ethyl]carbamoyl}-3-carboxypropyl]carbamoyl}methyl)carbamoyl]pyrrolidin-1-yl]-1-oxobutan-2-yl]carbamoyl}-2-[4-(phosphonooxy)phenyl]ethyl]carbamoyl}propyl]carbamoyl}pyrrolidin-1-yl]-5-oxopentanoic acid

• ChemBase ID: 131585
• Molecular Formular: C62H95N16O28P
• Molecular Mass: 1543.481861
• Monoisotopic Mass: 1542.62393311
• SMILES: C[C@H]([C@@H](C(=O)N[C@@H](CO)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](Cc1ccc(cc1)OP(=O)(O)O)C(=O)N[C@@H](CCC(=O)N)C(=O)N1CCC[C@H]1C(=O)NCC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CC(C)C)C(=O)O)N)O
• Canonical SMILES: OC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)CC(C)C)CC(=O)N)CCC(=O)O)CCC(=O)N)Cc1ccc(cc1)OP(=O)(O)O)CCC(=O)N)CCC(=O)O)[C@H](O)C)NC(=O)[C@H]([C@H](O)C)N
• InChI: InChI=1S/C62H95N16O28P/c1-28(2)23-39(62(101)102)74-54(93)38(25-45(65)84)73-51(90)33(15-19-47(86)87)68-46(85)26-67-56(95)41-7-5-21-77(41)60(99)35(14-18-44(64)83)70-53(92)37(24-31-9-11-32(12-10-31)106-107(103,104)105)72-52(91)34(13-17-43(63)82)69-57(96)42-8-6-22-78(42)61(100)36(16-20-48(88)89)71-59(98)50(30(4)81)76-55(94)40(27-79)75-58(97)49(66)29(3)80/h9-12,28-30,33-42,49-50,79-81H,5-8,13-27,66H2,1-4H3,(H2,63,82)(H2,64,83)(H2,65,84)(H,67,95)(H,68,85)(H,69,96)(H,70,92)(H,71,98)(H,72,91)(H,73,90)(H,74,93)(H,75,97)(H,76,94)(H,86,87)(H,88,89)(H,101,102)(H2,103,104,105)/t29-,30-,33+,34+,35+,36+,37+,38+,39+,40+,41+,42+,49+,50+/m1/s1
• InChIKey: QTTDEIYNMOIHBO-VVTMTNTLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[(2S,3R)-2-[(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-3-hydroxypropanamido]-3-hydroxybutanamido]-5-[(2S)-2-{[(1S)-3-carbamoyl-1-{[(1S)-1-{[(2S)-4-carbamoyl-1-[(2S)-2-[({[(1S)-1-{[(1S)-2-carbamoyl-1-{[(1S)-1-carboxy-3-methylbutyl]carbamoyl}ethyl]carbamoyl}-3-carboxypropyl]carbamoyl}methyl)carbamoyl]pyrrolidin-1-yl]-1-oxobutan-2-yl]carbamoyl}-2-[4-(phosphonooxy)phenyl]ethyl]carbamoyl}propyl]carbamoyl}pyrrolidin-1-yl]-5-oxopentanoic acid
• IUPAC Traditional name: (4S)-4-[(2S,3R)-2-[(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-3-hydroxypropanamido]-3-hydroxybutanamido]-5-[(2S)-2-{[(1S)-3-carbamoyl-1-{[(1S)-1-{[(2S)-4-carbamoyl-1-[(2S)-2-[({[(1S)-1-{[(1S)-2-carbamoyl-1-{[(1S)-1-carboxy-3-methylbutyl]carbamoyl}ethyl]carbamoyl}-3-carboxypropyl]carbamoyl}methyl)carbamoyl]pyrrolidin-1-yl]-1-oxobutan-2-yl]carbamoyl}-2-[4-(phosphonooxy)phenyl]ethyl]carbamoyl}propyl]carbamoyl}pyrrolidin-1-yl]-5-oxopentanoic acid
• Synonyms: pp60c-src Fragment 521-533

Database IDs

• MDL Number: MFCD00273997
• PubChem SID: 162225863
• PubChem CID: 16137939

CALCULATED PROPERTIES

• Acid pKa: 1.7678846
• H Acceptors: 28
• H Donor: 22
• LogD (pH = 5.5): -18.639751
• LogD (pH = 7.4): -23.93413
• Log P: -13.118473
• Molar Refractivity: 358.2291 cm^3
• Polarizability: 141.1317 Å^3
• Polar Surface Area: 726.26 Å^2
• Rotatable Bonds: 46
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: lyophilized powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... SRC(6714)

Product Information

• Biological Source: synthetic

DETAILS

Sigma Aldrich - P3860

Amino Acid Sequence
Thr-Ser-Thr-Glu-Pro-Gln-pTyr-Gln-Pro-Gly-Glu-Asn-Leu
Biochem/physiol Actions
Potent inhibitor of the pp60c-src SH2 domain