CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189394 (103631)

Formula C₂₄H₂₉NO₈

MW 459.5

InChIKey MBRIHUSUCKPCGN-MFNJDMHDNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 65

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP -0.22

logP 2.2627

PSA 164.39

MR 119.091

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -333.77523

PM7_Total_Energy_ev -5889.08625

PM7_Electronic_Energy_ev -52551.69822

PM7_Dipole_Debye 3.67542

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.105

PM7_LUMO_Energy_ev -0.828

PM7_COSMO_Area_square_ang 428.41

PM7_COSMO_Volue_cubic_ang 523.76

PM7_Electron_Affinity_ev 0.828

PM7_Ionization_Energy_ev 9.105

PM7_Energy_Gap_ev 8.277

PM7_Global_Hardness_ev 4.1385

PM7_Global_Softness_ev 0.24163344206838228

PM7_Chemical_Potential_ev -4.9665

PM7_Electronigativity_ev 4.9665

PM7_Back_Donation_Energy_ev -1.034625

PM7_Electrophilicity_ev 2.980080010873505

OPENEYE_Name 2,4-dihydroxy-3-[3-[(1~{S},5~{S},6~{R},8~{S},9~{R})-9-hydroxy-9-(hydroxymethyl)-5-methyl-4-oxo-5-tricyclo[6.2.2.0^{1,6}]dodec-2-enyl]propanoylamino]benzoic acid

SMILES c1cc(c(c(c1C(=O)O)O)NC(=O)CCC2(C(=O)C=CC34C2CC(CC3)C(C4)(CO)O)C)O

Canonical_SMILES OC[C@@]1(O)C[C@]23C=CC(=O)[C@@]([C@@H]3C[C@@H]1CC2)(C)CCC(=O)Nc1c(O)ccc(c1O)C(=O)O

InChI 1/C24H29NO8/c1-22(7-6-18(29)25-19-15(27)3-2-14(20(19)30)21(31)32)16-10-13-4-8-23(16,9-5-17(22)28)11-24(13,33)12-26/h2-3,5,9,13,16,26-27,30,33H,4,6-8,10-12H2,1H3,(H,25,29)(H,31,32)/f/h25,31H

InChI_3D 1S/C24H29NO8/c1-22(7-6-18(29)25-19-15(27)3-2-14(20(19)30)21(31)32)16-10-13-4-8-23(16,9-5-17(22)28)11-24(13,33)12-26/h2-3,5,9,13,16,26-27,30,33H,4,6-8,10-12H2,1H3,(H,25,29)(H,31,32)/t13-,16-,22-,23+,24-/m0/s1

AuxInfo 1/1/N:21,1,2,12,7,22,23,13,8,14,15,24,16,3,5,17,9,11,4,6,10,19,18,20,25,33,29,26,28,30,27,31,32/E:(31,32)/F:21,1,2,12,7,22,23,13,8,14,15,24,16,3,5,17,9,11,4,6,10,19,18,20,25,33,29,26,28,30,31,27,32/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;d7;s7;s3;;;s12;;;s12s14;s14;s8s13s15s17;s9s17;s15s16;s19;s11;s19s22;s20;s4s11;d9;d10;d11;s5;s6;s10;s20;s24;s1;s2;s7;s8;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s29;s30;s31;s32;s33;/rC:-3.3602,7.8959,0;-3.9928,7.1213,0;-2.3685,7.7317,0;-2.652,6.02,0;-3.6437,6.1842,0;-2.0094,6.7929,0;1.2213,-.6915,0;2.4348,.0194,0;;-1.7361,8.5063,0;-1.3168,4.9166,0;3.1966,3.4812,0;3.1684,2.0781,0;1.2053,3.5166,0;3.6213,2.1134,0;2.4163,4.2253,0;1.1949,2.1105,0;2.4163,1.419,0;-.0079,1.4025,0;3.6273,3.5166,0;-1.7293,1.0873,0;-.9678,3.9795,0;-.6187,3.0424,0;4.2346,5.1578,0;-2.3029,5.0829,0;-.8625,-.5061,0;-.749,8.3458,0;-.6798,5.6875,0;-4.2795,5.4124,0;-1.0228,6.6296,0;-2.0906,9.4413,0;5.3492,3.2044,0;4.5817,6.0957,0;-3.5368,8.3637,0;-4.486,7.203,0;1.225,-1.1915,0;2.8702,-.2264,0;3.4426,3.9165,0;3.6788,3.3491,0;3.6556,2.1904,0;3.3962,1.633,0;.7126,3.4312,0;1.0336,3.9862,0;4.114,2.1987,0;3.7914,1.6432,0;2.4163,4.7253,0;.7618,2.3603,0;-1.6392,.5955,0;-2.2211,.9973,0;-1.8193,1.5791,0;-.4992,4.1541,0;-1.4363,3.805,0;-1.0873,2.8679,0;-.1502,3.217,0;3.7657,5.3314,0;4.7035,4.9843,0;-2.6214,4.6975,0;-4.1043,4.9441,0;-.7054,7.0159,0;-1.7744,9.8286,0;5.518,2.7338,0;4.2623,6.4804,0;

Duplicates ChEBI189394

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189394.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189394.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189394.sdf

Formula	C₂₄H₂₉NO₈
MW	459.5
InChIKey	MBRIHUSUCKPCGN-MFNJDMHDNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	65
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	-0.22
logP	2.2627
PSA	164.39
MR	119.091
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-333.77523
PM7_Total_Energy_ev	-5889.08625
PM7_Electronic_Energy_ev	-52551.69822
PM7_Dipole_Debye	3.67542
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.105
PM7_LUMO_Energy_ev	-0.828
PM7_COSMO_Area_square_ang	428.41
PM7_COSMO_Volue_cubic_ang	523.76
PM7_Electron_Affinity_ev	0.828
PM7_Ionization_Energy_ev	9.105
PM7_Energy_Gap_ev	8.277
PM7_Global_Hardness_ev	4.1385
PM7_Global_Softness_ev	0.24163344206838228
PM7_Chemical_Potential_ev	-4.9665
PM7_Electronigativity_ev	4.9665
PM7_Back_Donation_Energy_ev	-1.034625
PM7_Electrophilicity_ev	2.980080010873505
OPENEYE_Name	2,4-dihydroxy-3-[3-[(1~{S},5~{S},6~{R},8~{S},9~{R})-9-hydroxy-9-(hydroxymethyl)-5-methyl-4-oxo-5-tricyclo[6.2.2.0^{1,6}]dodec-2-enyl]propanoylamino]benzoic acid
SMILES	c1cc(c(c(c1C(=O)O)O)NC(=O)CCC2(C(=O)C=CC34C2CC(CC3)C(C4)(CO)O)C)O
Canonical_SMILES	OC[C@@]1(O)C[C@]23C=CC(=O)[C@@]([C@@H]3C[C@@H]1CC2)(C)CCC(=O)Nc1c(O)ccc(c1O)C(=O)O
InChI	1/C24H29NO8/c1-22(7-6-18(29)25-19-15(27)3-2-14(20(19)30)21(31)32)16-10-13-4-8-23(16,9-5-17(22)28)11-24(13,33)12-26/h2-3,5,9,13,16,26-27,30,33H,4,6-8,10-12H2,1H3,(H,25,29)(H,31,32)/f/h25,31H
InChI_3D	1S/C24H29NO8/c1-22(7-6-18(29)25-19-15(27)3-2-14(20(19)30)21(31)32)16-10-13-4-8-23(16,9-5-17(22)28)11-24(13,33)12-26/h2-3,5,9,13,16,26-27,30,33H,4,6-8,10-12H2,1H3,(H,25,29)(H,31,32)/t13-,16-,22-,23+,24-/m0/s1
AuxInfo	1/1/N:21,1,2,12,7,22,23,13,8,14,15,24,16,3,5,17,9,11,4,6,10,19,18,20,25,33,29,26,28,30,27,31,32/E:(31,32)/F:21,1,2,12,7,22,23,13,8,14,15,24,16,3,5,17,9,11,4,6,10,19,18,20,25,33,29,26,28,30,31,27,32/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;d7;s7;s3;;;s12;;;s12s14;s14;s8s13s15s17;s9s17;s15s16;s19;s11;s19s22;s20;s4s11;d9;d10;d11;s5;s6;s10;s20;s24;s1;s2;s7;s8;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s29;s30;s31;s32;s33;/rC:-3.3602,7.8959,0;-3.9928,7.1213,0;-2.3685,7.7317,0;-2.652,6.02,0;-3.6437,6.1842,0;-2.0094,6.7929,0;1.2213,-.6915,0;2.4348,.0194,0;;-1.7361,8.5063,0;-1.3168,4.9166,0;3.1966,3.4812,0;3.1684,2.0781,0;1.2053,3.5166,0;3.6213,2.1134,0;2.4163,4.2253,0;1.1949,2.1105,0;2.4163,1.419,0;-.0079,1.4025,0;3.6273,3.5166,0;-1.7293,1.0873,0;-.9678,3.9795,0;-.6187,3.0424,0;4.2346,5.1578,0;-2.3029,5.0829,0;-.8625,-.5061,0;-.749,8.3458,0;-.6798,5.6875,0;-4.2795,5.4124,0;-1.0228,6.6296,0;-2.0906,9.4413,0;5.3492,3.2044,0;4.5817,6.0957,0;-3.5368,8.3637,0;-4.486,7.203,0;1.225,-1.1915,0;2.8702,-.2264,0;3.4426,3.9165,0;3.6788,3.3491,0;3.6556,2.1904,0;3.3962,1.633,0;.7126,3.4312,0;1.0336,3.9862,0;4.114,2.1987,0;3.7914,1.6432,0;2.4163,4.7253,0;.7618,2.3603,0;-1.6392,.5955,0;-2.2211,.9973,0;-1.8193,1.5791,0;-.4992,4.1541,0;-1.4363,3.805,0;-1.0873,2.8679,0;-.1502,3.217,0;3.7657,5.3314,0;4.7035,4.9843,0;-2.6214,4.6975,0;-4.1043,4.9441,0;-.7054,7.0159,0;-1.7744,9.8286,0;5.518,2.7338,0;4.2623,6.4804,0;
Duplicates	ChEBI189394
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189394.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189394.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189394.sdf