CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189871_s0_p7 (103986)

Formula C₂₁H₁₇N₂O₅

MW 377.38

InChIKey IWWXIZOMXGOTPP-NHQUKSAQNA-M

Entry_Date 2023-11-01

Net_Charge -1

Number_Atoms 47

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 50

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 7

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP -2.89

logP 2.4257

PSA 111.52

MR 111.604

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -161.47853

PM7_Total_Energy_ev -4658.81685

PM7_Electronic_Energy_ev -36347.38786

PM7_Dipole_Debye 28.91135

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.75

PM7_LUMO_Energy_ev 0.553

PM7_COSMO_Area_square_ang 362.37

PM7_COSMO_Volue_cubic_ang 426.14

PM7_Electron_Affinity_ev -0.553

PM7_Ionization_Energy_ev 5.75

PM7_Energy_Gap_ev 6.303

PM7_Global_Hardness_ev 3.1515

PM7_Global_Softness_ev 0.31730921783277805

PM7_Chemical_Potential_ev -2.5985

PM7_Electronigativity_ev 2.5985

PM7_Back_Donation_Energy_ev -0.787875

PM7_Electrophilicity_ev 1.071268007298112

OPENEYE_Name (2~{R},3~{S})-1-(phenanthrene-2-carbonyl)piperazin-4-ium-2,3-dicarboxylate

SMILES c1ccc2c(c1)ccc3c2ccc(c3)C(=O)N4CC[NH2+]C(C4C(=O)[O-])C(=O)[O-]

Canonical_SMILES OC(=O)[C@H]1[C@H]([NH2+]CCN1C(=O)c1ccc2c(c1)ccc1c2cccc1)C(=O)O

InChI 1/C21H18N2O5/c24-19(23-10-9-22-17(20(25)26)18(23)21(27)28)14-7-8-16-13(11-14)6-5-12-3-1-2-4-15(12)16/h1-8,11,17-18,22H,9-10H2,(H,25,26)(H,27,28)/p-1/fC21H17N2O5/h22H/q-1

InChI_3D 1S/C21H18N2O5/c24-19(23-10-9-22-17(20(25)26)18(23)21(27)28)14-7-8-16-13(11-14)6-5-12-3-1-2-4-15(12)16/h1-8,11,17-18,22H,9-10H2,(H,25,26)(H,27,28)/p+1/t17-,18+/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,6,8,7,18,19,9,10,11,14,12,13,20,21,15,16,17,22,23,24,25,27,26,28/E:(25,26)(27,28)/F:m/E:m/rA:45cCCCCCCCCCCCCCCCCCCCCCN+NOOOO-O-HHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;d7;;d3s5;s6s9;d4s10;s7d11s12;s8d9;s14;;;;s18;s16;s17s20;s18s20;s15s19s21;d15;d16;d17;s16;s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s18;s18;s19;s19;s20;s21;s22;s22;/rC:-5.0186,-5.8908,0;-4.1485,-6.3952,0;-5.0138,-4.8859,0;-3.2738,-5.8947,0;-4.145,-3.3761,0;-3.2731,-2.8694,0;-1.5242,-4.8943,0;-.6472,-4.3901,0;-1.5262,-2.8696,0;-4.1469,-4.3874,0;-2.3975,-3.3794,0;-3.2768,-4.892,0;-2.3966,-4.3918,0;-.6481,-3.3777,0;.8674,-2.5027,0;2.3397,1.6421,0;3.4585,-.7028,0;;0,-1.0051,0;1.7348,0,0;1.7348,-1.0051,0;.8674,.5075,0;.8674,-1.5027,0;1.7334,-3.0027,0;3.3251,1.812,0;4.1006,-1.4694,0;1.6998,2.4107,0;3.8014,.2366,0;-5.4524,-6.1394,0;-4.1499,-6.8952,0;-5.446,-4.6345,0;-2.8409,-6.1449,0;-4.5782,-3.1264,0;-3.2728,-2.3694,0;-1.5244,-5.3943,0;-.2142,-4.6403,0;-1.5274,-2.3696,0;-.4922,-.0878,0;-.1728,.4692,0;-.1701,-1.4753,0;-.4925,-.9187,0;2.227,-.0878,0;1.9049,-1.4753,0;.5453,.8899,0;1.1895,.8899,0;

Duplicates ChEBI189871_s0_p7;ChEBI189872_p7;ChEBI189873_s0_p7

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189871_s0_p7.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189871_s0_p7.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189871_s0_p7.sdf

Formula	C₂₁H₁₇N₂O₅
MW	377.38
InChIKey	IWWXIZOMXGOTPP-NHQUKSAQNA-M
Entry_Date	2023-11-01
Net_Charge	-1
Number_Atoms	47
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	50
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	7
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	-2.89
logP	2.4257
PSA	111.52
MR	111.604
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-161.47853
PM7_Total_Energy_ev	-4658.81685
PM7_Electronic_Energy_ev	-36347.38786
PM7_Dipole_Debye	28.91135
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.75
PM7_LUMO_Energy_ev	0.553
PM7_COSMO_Area_square_ang	362.37
PM7_COSMO_Volue_cubic_ang	426.14
PM7_Electron_Affinity_ev	-0.553
PM7_Ionization_Energy_ev	5.75
PM7_Energy_Gap_ev	6.303
PM7_Global_Hardness_ev	3.1515
PM7_Global_Softness_ev	0.31730921783277805
PM7_Chemical_Potential_ev	-2.5985
PM7_Electronigativity_ev	2.5985
PM7_Back_Donation_Energy_ev	-0.787875
PM7_Electrophilicity_ev	1.071268007298112
OPENEYE_Name	(2~{R},3~{S})-1-(phenanthrene-2-carbonyl)piperazin-4-ium-2,3-dicarboxylate
SMILES	c1ccc2c(c1)ccc3c2ccc(c3)C(=O)N4CC[NH2+]C(C4C(=O)[O-])C(=O)[O-]
Canonical_SMILES	OC(=O)[C@H]1[C@H]([NH2+]CCN1C(=O)c1ccc2c(c1)ccc1c2cccc1)C(=O)O
InChI	1/C21H18N2O5/c24-19(23-10-9-22-17(20(25)26)18(23)21(27)28)14-7-8-16-13(11-14)6-5-12-3-1-2-4-15(12)16/h1-8,11,17-18,22H,9-10H2,(H,25,26)(H,27,28)/p-1/fC21H17N2O5/h22H/q-1
InChI_3D	1S/C21H18N2O5/c24-19(23-10-9-22-17(20(25)26)18(23)21(27)28)14-7-8-16-13(11-14)6-5-12-3-1-2-4-15(12)16/h1-8,11,17-18,22H,9-10H2,(H,25,26)(H,27,28)/p+1/t17-,18+/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,6,8,7,18,19,9,10,11,14,12,13,20,21,15,16,17,22,23,24,25,27,26,28/E:(25,26)(27,28)/F:m/E:m/rA:45cCCCCCCCCCCCCCCCCCCCCCN+NOOOO-O-HHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;d7;;d3s5;s6s9;d4s10;s7d11s12;s8d9;s14;;;;s18;s16;s17s20;s18s20;s15s19s21;d15;d16;d17;s16;s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s18;s18;s19;s19;s20;s21;s22;s22;/rC:-5.0186,-5.8908,0;-4.1485,-6.3952,0;-5.0138,-4.8859,0;-3.2738,-5.8947,0;-4.145,-3.3761,0;-3.2731,-2.8694,0;-1.5242,-4.8943,0;-.6472,-4.3901,0;-1.5262,-2.8696,0;-4.1469,-4.3874,0;-2.3975,-3.3794,0;-3.2768,-4.892,0;-2.3966,-4.3918,0;-.6481,-3.3777,0;.8674,-2.5027,0;2.3397,1.6421,0;3.4585,-.7028,0;;0,-1.0051,0;1.7348,0,0;1.7348,-1.0051,0;.8674,.5075,0;.8674,-1.5027,0;1.7334,-3.0027,0;3.3251,1.812,0;4.1006,-1.4694,0;1.6998,2.4107,0;3.8014,.2366,0;-5.4524,-6.1394,0;-4.1499,-6.8952,0;-5.446,-4.6345,0;-2.8409,-6.1449,0;-4.5782,-3.1264,0;-3.2728,-2.3694,0;-1.5244,-5.3943,0;-.2142,-4.6403,0;-1.5274,-2.3696,0;-.4922,-.0878,0;-.1728,.4692,0;-.1701,-1.4753,0;-.4925,-.9187,0;2.227,-.0878,0;1.9049,-1.4753,0;.5453,.8899,0;1.1895,.8899,0;
Duplicates	ChEBI189871_s0_p7;ChEBI189872_p7;ChEBI189873_s0_p7
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189871_s0_p7.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189871_s0_p7.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189871_s0_p7.sdf