3-{[(1R,4aS)-1-{[(1S)-1-{[(1R)-1-{[(1S)-1-{[(1R)-1-{[(3R,6R,9R,12R)-3,6-bis[(1R)-1-hydroxyethyl]-9-[3-(N-hydroxyformamido)propyl]-2,5,8,11-tetraoxo-1,4,7,10-tetraazacyclohexadecan-12-yl]carbamoyl}-4-(N-hydroxyformamido)butyl]carbamoyl}-2-hydroxyethyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-2-hydroxyethyl]carbamoyl}-8,9-dihydroxy-1H,2H,3H,4H,4aH-pyrimido[1,2-a]quinolin-5-yl]carbamoyl}propanoic acid

• ChemBase ID: 1517
• Molecular Formular: C55H85N17O22
• Molecular Mass: 1336.3641
• Monoisotopic Mass: 1335.60550745
• SMILES: C[C@@H](O)[C@H]1NC(=O)[C@H](NC(=O)[C@@H](CCCN(O)C=O)NC(=O)[C@@H](CCCCNC1=O)NC(=O)[C@@H](CCCN(O)C=O)NC(=O)[C@H](CO)NC(=O)[C@@H](CCCNC(=N)N)NC(=O)[C@H](CO)NC(=O)[C@H]1CCN[C@H]2N1c1cc(O)c(O)cc1C=C2NC(=O)CCC(=O)O)[C@@H](C)O
• Canonical SMILES: O=CN(CCC[C@H](C(=O)N[C@@H]1CCCCNC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@H](NC1=O)CCCN(C=O)O)[C@H](O)C)[C@H](O)C)NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H]1CCN[C@H]2N1c1cc(O)c(cc1C=C2NC(=O)CCC(=O)O)O)CO)CCCNC(=N)N)CO)O
• InChI: InChI=1S/C55H85N17O22/c1-27(77)43-53(91)59-15-4-3-8-30(46(84)63-33(11-7-19-71(94)26-76)49(87)68-44(28(2)78)54(92)69-43)62-47(85)32(10-6-18-70(93)25-75)65-50(88)35(23-73)66-48(86)31(9-5-16-60-55(56)57)64-51(89)36(24-74)67-52(90)37-14-17-58-45-34(61-41(81)12-13-42(82)83)20-29-21-39(79)40(80)22-38(29)72(37)45/h20-22,25-28,30-33,35-37,43-45,58,73-74,77-80,93-94H,3-19,23-24H2,1-2H3,(H,59,91)(H,61,81)(H,62,85)(H,63,84)(H,64,89)(H,65,88)(H,66,86)(H,67,90)(H,68,87)(H,69,92)(H,82,83)(H4,56,57,60)/t27-,28-,30-,31-,32-,33-,35+,36+,37-,43-,44-,45+/m1/s1
• InChIKey: IXTLVPXCZJJUQB-BXEOTLQGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(1R,4aS)-1-{[(1S)-1-{[(1R)-1-{[(1S)-1-{[(1R)-1-{[(3R,6R,9R,12R)-3,6-bis[(1R)-1-hydroxyethyl]-9-[3-(N-hydroxyformamido)propyl]-2,5,8,11-tetraoxo-1,4,7,10-tetraazacyclohexadecan-12-yl]carbamoyl}-4-(N-hydroxyformamido)butyl]carbamoyl}-2-hydroxyethyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-2-hydroxyethyl]carbamoyl}-8,9-dihydroxy-1H,2H,3H,4H,4aH-pyrimido[1,2-a]quinolin-5-yl]carbamoyl}propanoic acid
• IUPAC Traditional name: @pyoverdine-chromophore
• Synonyms: Pyoverdine-Chromophore

Database IDs

• PubChem SID: 160964974; 46507877
• PubChem CID: 46936203

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.6022818
• H Acceptors: 27
• H Donor: 23
• LogD (pH = 5.5): -12.638102
• LogD (pH = 7.4): -12.27634
• Log P: -12.250019
• Molar Refractivity: 333.1847 cm^3
• Polarizability: 124.71535 Å^3
• Polar Surface Area: 607.93 Å^2
• Rotatable Bonds: 30
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.74
• LOG S: -2.92
• Solubility (Water): 1.62e+00 g/l

DETAILS

DrugBank - DB01743

Drug information: experimental