CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI192061 (105751)

Formula C₂₄H₂₄N₂O₁₃

MW 548.46

InChIKey JGRJFJIJVQCUMW-XWLHXWAMNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 39

Number_Rings 4

Number_Bonds 66

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 15

HB_Donor 8

HB_Acceptor 12

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 15

Lipinski_Violations 3

XLogP3 0

XLogP -9.99

logP -1.0861

PSA 247.64

MR 130.509

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -454.5151

PM7_Total_Energy_ev -7482.09389

PM7_Electronic_Energy_ev -64175.77338

PM7_Dipole_Debye 6.5356

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.57

PM7_LUMO_Energy_ev -1.295

PM7_COSMO_Area_square_ang 506.71

PM7_COSMO_Volue_cubic_ang 583.23

PM7_Electron_Affinity_ev 1.295

PM7_Ionization_Energy_ev 8.57

PM7_Energy_Gap_ev 7.275

PM7_Global_Hardness_ev 3.6375

PM7_Global_Softness_ev 0.27491408934707906

PM7_Chemical_Potential_ev -4.9325

PM7_Electronigativity_ev 4.9325

PM7_Back_Donation_Energy_ev -0.909375

PM7_Electrophilicity_ev 3.3442689003436428

OPENEYE_Name 4-[(~{E})-2-[(2~{S})-2-carboxy-6-hydroxy-5-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-indolin-1-yl]vinyl]pyridine-2,6-dicarboxylic acid

SMILES c1c(cc(nc1C(=O)O)C(=O)O)C=CN2c3cc(c(cc3CC2C(=O)O)OC4C(C(C(C(O4)CO)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cc3C[C@H](N(c3cc2O)/C=C/c2cc(nc(c2)C(=O)O)C(=O)O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C24H24N2O13/c27-8-17-18(29)19(30)20(31)24(39-17)38-16-6-10-5-14(23(36)37)26(13(10)7-15(16)28)2-1-9-3-11(21(32)33)25-12(4-9)22(34)35/h1-4,6-7,14,17-20,24,27-31H,5,8H2,(H,32,33)(H,34,35)(H,36,37)/f/h32,34,36H

InChI_3D 1S/C24H24N2O13/c27-8-17-18(29)19(30)20(31)24(39-17)38-16-6-10-5-14(23(36)37)26(13(10)7-15(16)28)2-1-9-3-11(21(32)33)25-12(4-9)22(34)35/h1-4,6-7,14,17-20,24,27-31H,5,8H2,(H,32,33)(H,34,35)(H,36,37)/b2-1+/t14-,17+,18+,19-,20+,24+/m0/s1

AuxInfo 1/1/N:12,13,1,2,17,3,4,24,5,6,10,11,7,18,9,8,22,20,19,21,14,15,16,23,25,26,38,31,36,35,37,27,32,28,33,29,34,39,30/E:(3,4)(11,12)(21,22)(32,33,34,35)(36,37)/gE:(1,2)/F:12,13,1,2,17,3,4,24,5,6,10,11,7,18,9,8,22,20,19,21,14,15,16,23,25,26,38,31,36,35,37,32,27,33,28,34,29,39,30/E:(3,4)(11,12)(21,22)(32,34)(33,35)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;d3;d4s6;s3;s4d8;s1;d2;s5;w12;s10;s11;;s6;s16s17;;s19;s19;s20;s21;s22;d10s11;s7s13s18;d14;d15;d16;s22s23;s9;s14;s15;s16;s19;s20;s21;s24;s8s23;s1;s2;s3;s4;s12;s13;s17;s17;s18;s19;s20;s21;s22;s23;s24;s24;s31;s32;s33;s34;s35;s36;s37;s38;/rC:1.9714,4.7034,0;3.6214,4.1672,0;.868,-.4978,0;.868,1.5138,0;2.6427,3.9622,0;1.736,-.0012,0;1.736,1.0058,0;;0,1.0058,0;2.282,5.6594,0;3.9321,5.1233,0;2.3337,3.0111,0;3.0028,2.268,0;1.6106,6.4005,0;4.9108,5.3283,0;4.5863,-.6686,0;2.6938,-.3125,0;3.2858,.5023,0;-1.1559,-3.2116,0;-2.1421,-3.0461,0;-.515,-2.444,0;-2.491,-2.1034,0;-.8639,-1.5013,0;-3.6283,-.7734,0;3.2639,5.8742,0;2.6938,1.3169,0;1.9168,7.3525,0;5.5778,4.5832,0;5.5374,-.3596,0;-1.8536,-1.3262,0;-.8675,1.5032,0;.6331,6.1897,0;5.2226,6.2784,0;4.3785,-1.6468,0;.3635,-4.0799,0;-2.1293,-4.7961,0;.3488,-1.9401,0;-4.2782,-.0133,0;-.8653,-.5013,0;1.4824,4.5987,0;3.9555,3.7952,0;.8677,-.9978,0;.868,2.0138,0;1.8446,2.9071,0;3.4919,2.3719,0;3.1268,-.5625,0;2.4904,-.7693,0;3.6573,.8369,0;-1.3239,-3.6825,0;-2.634,-3.1361,0;-.1923,-2.8259,0;-2.9222,-2.3566,0;-.3718,-1.4127,0;-4.0083,-1.0983,0;-3.2483,-.4484,0;-1.2998,1.252,0;.2974,6.5603,0;5.712,6.381,0;4.7501,-1.9813,0;.3657,-4.5799,0;-2.5605,-5.0492,0;.7829,-2.1882,0;-4.7698,-.1048,0;

Duplicates ChEBI192061

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192061.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192061.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192061.sdf

Formula	C₂₄H₂₄N₂O₁₃
MW	548.46
InChIKey	JGRJFJIJVQCUMW-XWLHXWAMNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	39
Number_Rings	4
Number_Bonds	66
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	15
HB_Donor	8
HB_Acceptor	12
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	15
Lipinski_Violations	3
XLogP3	0
XLogP	-9.99
logP	-1.0861
PSA	247.64
MR	130.509
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-454.5151
PM7_Total_Energy_ev	-7482.09389
PM7_Electronic_Energy_ev	-64175.77338
PM7_Dipole_Debye	6.5356
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.57
PM7_LUMO_Energy_ev	-1.295
PM7_COSMO_Area_square_ang	506.71
PM7_COSMO_Volue_cubic_ang	583.23
PM7_Electron_Affinity_ev	1.295
PM7_Ionization_Energy_ev	8.57
PM7_Energy_Gap_ev	7.275
PM7_Global_Hardness_ev	3.6375
PM7_Global_Softness_ev	0.27491408934707906
PM7_Chemical_Potential_ev	-4.9325
PM7_Electronigativity_ev	4.9325
PM7_Back_Donation_Energy_ev	-0.909375
PM7_Electrophilicity_ev	3.3442689003436428
OPENEYE_Name	4-[(~{E})-2-[(2~{S})-2-carboxy-6-hydroxy-5-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-indolin-1-yl]vinyl]pyridine-2,6-dicarboxylic acid
SMILES	c1c(cc(nc1C(=O)O)C(=O)O)C=CN2c3cc(c(cc3CC2C(=O)O)OC4C(C(C(C(O4)CO)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc3C[C@H](N(c3cc2O)/C=C/c2cc(nc(c2)C(=O)O)C(=O)O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C24H24N2O13/c27-8-17-18(29)19(30)20(31)24(39-17)38-16-6-10-5-14(23(36)37)26(13(10)7-15(16)28)2-1-9-3-11(21(32)33)25-12(4-9)22(34)35/h1-4,6-7,14,17-20,24,27-31H,5,8H2,(H,32,33)(H,34,35)(H,36,37)/f/h32,34,36H
InChI_3D	1S/C24H24N2O13/c27-8-17-18(29)19(30)20(31)24(39-17)38-16-6-10-5-14(23(36)37)26(13(10)7-15(16)28)2-1-9-3-11(21(32)33)25-12(4-9)22(34)35/h1-4,6-7,14,17-20,24,27-31H,5,8H2,(H,32,33)(H,34,35)(H,36,37)/b2-1+/t14-,17+,18+,19-,20+,24+/m0/s1
AuxInfo	1/1/N:12,13,1,2,17,3,4,24,5,6,10,11,7,18,9,8,22,20,19,21,14,15,16,23,25,26,38,31,36,35,37,27,32,28,33,29,34,39,30/E:(3,4)(11,12)(21,22)(32,33,34,35)(36,37)/gE:(1,2)/F:12,13,1,2,17,3,4,24,5,6,10,11,7,18,9,8,22,20,19,21,14,15,16,23,25,26,38,31,36,35,37,32,27,33,28,34,29,39,30/E:(3,4)(11,12)(21,22)(32,34)(33,35)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;d3;d4s6;s3;s4d8;s1;d2;s5;w12;s10;s11;;s6;s16s17;;s19;s19;s20;s21;s22;d10s11;s7s13s18;d14;d15;d16;s22s23;s9;s14;s15;s16;s19;s20;s21;s24;s8s23;s1;s2;s3;s4;s12;s13;s17;s17;s18;s19;s20;s21;s22;s23;s24;s24;s31;s32;s33;s34;s35;s36;s37;s38;/rC:1.9714,4.7034,0;3.6214,4.1672,0;.868,-.4978,0;.868,1.5138,0;2.6427,3.9622,0;1.736,-.0012,0;1.736,1.0058,0;;0,1.0058,0;2.282,5.6594,0;3.9321,5.1233,0;2.3337,3.0111,0;3.0028,2.268,0;1.6106,6.4005,0;4.9108,5.3283,0;4.5863,-.6686,0;2.6938,-.3125,0;3.2858,.5023,0;-1.1559,-3.2116,0;-2.1421,-3.0461,0;-.515,-2.444,0;-2.491,-2.1034,0;-.8639,-1.5013,0;-3.6283,-.7734,0;3.2639,5.8742,0;2.6938,1.3169,0;1.9168,7.3525,0;5.5778,4.5832,0;5.5374,-.3596,0;-1.8536,-1.3262,0;-.8675,1.5032,0;.6331,6.1897,0;5.2226,6.2784,0;4.3785,-1.6468,0;.3635,-4.0799,0;-2.1293,-4.7961,0;.3488,-1.9401,0;-4.2782,-.0133,0;-.8653,-.5013,0;1.4824,4.5987,0;3.9555,3.7952,0;.8677,-.9978,0;.868,2.0138,0;1.8446,2.9071,0;3.4919,2.3719,0;3.1268,-.5625,0;2.4904,-.7693,0;3.6573,.8369,0;-1.3239,-3.6825,0;-2.634,-3.1361,0;-.1923,-2.8259,0;-2.9222,-2.3566,0;-.3718,-1.4127,0;-4.0083,-1.0983,0;-3.2483,-.4484,0;-1.2998,1.252,0;.2974,6.5603,0;5.712,6.381,0;4.7501,-1.9813,0;.3657,-4.5799,0;-2.5605,-5.0492,0;.7829,-2.1882,0;-4.7698,-.1048,0;
Duplicates	ChEBI192061
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192061.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192061.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192061.sdf