CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189987_s0 (104095)

Formula C₂₁H₂₂N₄O₈

MW 458.43

InChIKey GDAAYOYNGMRKSI-SREBMQDQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 33

Number_Rings 5

Number_Bonds 59

Rotat_Bonds 9

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 12

HB_Donor 5

HB_Acceptor 9

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 1

XLogP3 0

XLogP -0.66

logP -0.4078

PSA 178.06

MR 118.636

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -214.59555

PM7_Total_Energy_ev -5981.28426

PM7_Electronic_Energy_ev -53442.56515

PM7_Dipole_Debye 1.97872

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.451

PM7_LUMO_Energy_ev -1.034

PM7_COSMO_Area_square_ang 419.61

PM7_COSMO_Volue_cubic_ang 510.08

PM7_Electron_Affinity_ev 1.034

PM7_Ionization_Energy_ev 8.451

PM7_Energy_Gap_ev 7.417

PM7_Global_Hardness_ev 3.7085

PM7_Global_Softness_ev 0.2696508022111366

PM7_Chemical_Potential_ev -4.7425

PM7_Electronigativity_ev 4.7425

PM7_Back_Donation_Energy_ev -0.927125

PM7_Electrophilicity_ev 3.0323993865444248

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{R})-6-[(2-cyclopropyl-6-hydroxy-7-methyl-2,4,9,15-tetrazatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,9,12,14-heptaen-10-yl)oxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc2c(nc1)N(c3c(c(c(cn3)O)C)N=C2OC4C(C(C(C(O4)C(=O)O)O)O)O)C5CC5

Canonical_SMILES OC(=O)[C@H]1O[C@H](OC2=Nc3c(C)c(O)cnc3N(c3c2cccn3)C2CC2)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H22N4O8/c1-8-11(26)7-23-18-12(8)24-19(10-3-2-6-22-17(10)25(18)9-4-5-9)33-21-15(29)13(27)14(28)16(32-21)20(30)31/h2-3,6-7,9,13-16,21,26-29H,4-5H2,1H3,(H,30,31)/f/h30H

InChI_3D 1S/C21H22N4O8/c1-8-11(26)7-23-18-12(8)24-19(10-3-2-6-22-17(10)25(18)9-4-5-9)33-21-15(29)13(27)14(28)16(32-21)20(30)31/h2-3,6-7,9,13-16,21,26-29H,4-5H2,1H3,(H,30,31)/t13-,14-,15+,16-,21+/m0/s1

AuxInfo 1/1/N:21,1,2,13,14,3,4,6,16,5,8,7,18,17,19,15,9,10,11,12,20,22,23,24,25,28,31,30,32,26,29,27,33/E:(4,5)(30,31)/F:21,1,2,13,14,3,4,6,16,5,8,7,18,17,19,15,9,10,11,12,20,22,23,24,25,28,31,30,32,29,26,27,33/E:(4,5)/rA:55cCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;;d6;d4s6;d5;s7;s5;;;s13;s12;s13s14;s15;s17;s18;s19;s6;d3s9;s4d10;s7d11;s9s10s16;d12;s15s20;s8;s12;s17;s18;s19;s11s20;s1;s2;s3;s4;s13;s13;s14;s14;s15;s16;s17;s18;s19;s20;s21;s21;s21;s28;s29;s30;s31;s32;/rC:;-.7466,.6767,0;-.2102,-.9833,0;-5.4299,-1.0265,0;-1.6992,.3634,0;-4.9235,.647,0;-3.9613,.3569,0;-5.6612,-.0428,0;-1.9095,-.62,0;-3.73,-.6268,0;-2.3279,1.1516,0;-.1626,4.7056,0;-3.7947,-2.9872,0;-3.1488,-3.7506,0;-1.1275,4.9681,0;-2.8089,-2.8082,0;-1.9464,5.5511,0;-2.8548,5.1329,0;-2.9526,4.1376,0;-2.1337,3.5547,0;-5.151,1.6208,0;-1.1671,-1.29,0;-4.4609,-1.3206,0;-3.332,1.1502,0;-2.8166,-1.0582,0;.0925,3.7387,0;-1.217,3.967,0;-6.6183,.247,0;.5472,5.41,0;-2.9418,6.9904,0;-4.5994,4.9956,0;-3.3832,3.2351,0;-1.5698,2.7289,0;.4759,.1535,0;-.6427,1.1658,0;.1605,-1.3188,0;-5.7945,-1.3686,0;-4.2266,-3.2391,0;-3.9679,-2.5182,0;-2.715,-3.9992,0;-3.4688,-4.1348,0;-.9136,5.42,0;-2.3162,-2.8932,0;-1.5905,5.9022,0;-2.9809,5.6167,0;-3.4343,4.2717,0;-2.4907,3.2046,0;-5.6379,1.507,0;-4.6641,1.7345,0;-5.2648,2.1077,0;-6.983,-.095,0;1.0297,5.2787,0;-2.7278,7.4423,0;-4.8826,5.4077,0;-3.8816,3.1958,0;

Duplicates ChEBI189987_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189987_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189987_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189987_s0.sdf

Formula	C₂₁H₂₂N₄O₈
MW	458.43
InChIKey	GDAAYOYNGMRKSI-SREBMQDQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	33
Number_Rings	5
Number_Bonds	59
Rotat_Bonds	9
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	12
HB_Donor	5
HB_Acceptor	9
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	1
XLogP3	0
XLogP	-0.66
logP	-0.4078
PSA	178.06
MR	118.636
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-214.59555
PM7_Total_Energy_ev	-5981.28426
PM7_Electronic_Energy_ev	-53442.56515
PM7_Dipole_Debye	1.97872
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.451
PM7_LUMO_Energy_ev	-1.034
PM7_COSMO_Area_square_ang	419.61
PM7_COSMO_Volue_cubic_ang	510.08
PM7_Electron_Affinity_ev	1.034
PM7_Ionization_Energy_ev	8.451
PM7_Energy_Gap_ev	7.417
PM7_Global_Hardness_ev	3.7085
PM7_Global_Softness_ev	0.2696508022111366
PM7_Chemical_Potential_ev	-4.7425
PM7_Electronigativity_ev	4.7425
PM7_Back_Donation_Energy_ev	-0.927125
PM7_Electrophilicity_ev	3.0323993865444248
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{R})-6-[(2-cyclopropyl-6-hydroxy-7-methyl-2,4,9,15-tetrazatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,9,12,14-heptaen-10-yl)oxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc2c(nc1)N(c3c(c(c(cn3)O)C)N=C2OC4C(C(C(C(O4)C(=O)O)O)O)O)C5CC5
Canonical_SMILES	OC(=O)[C@H]1O[C@H](OC2=Nc3c(C)c(O)cnc3N(c3c2cccn3)C2CC2)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H22N4O8/c1-8-11(26)7-23-18-12(8)24-19(10-3-2-6-22-17(10)25(18)9-4-5-9)33-21-15(29)13(27)14(28)16(32-21)20(30)31/h2-3,6-7,9,13-16,21,26-29H,4-5H2,1H3,(H,30,31)/f/h30H
InChI_3D	1S/C21H22N4O8/c1-8-11(26)7-23-18-12(8)24-19(10-3-2-6-22-17(10)25(18)9-4-5-9)33-21-15(29)13(27)14(28)16(32-21)20(30)31/h2-3,6-7,9,13-16,21,26-29H,4-5H2,1H3,(H,30,31)/t13-,14-,15+,16-,21+/m0/s1
AuxInfo	1/1/N:21,1,2,13,14,3,4,6,16,5,8,7,18,17,19,15,9,10,11,12,20,22,23,24,25,28,31,30,32,26,29,27,33/E:(4,5)(30,31)/F:21,1,2,13,14,3,4,6,16,5,8,7,18,17,19,15,9,10,11,12,20,22,23,24,25,28,31,30,32,29,26,27,33/E:(4,5)/rA:55cCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;;d6;d4s6;d5;s7;s5;;;s13;s12;s13s14;s15;s17;s18;s19;s6;d3s9;s4d10;s7d11;s9s10s16;d12;s15s20;s8;s12;s17;s18;s19;s11s20;s1;s2;s3;s4;s13;s13;s14;s14;s15;s16;s17;s18;s19;s20;s21;s21;s21;s28;s29;s30;s31;s32;/rC:;-.7466,.6767,0;-.2102,-.9833,0;-5.4299,-1.0265,0;-1.6992,.3634,0;-4.9235,.647,0;-3.9613,.3569,0;-5.6612,-.0428,0;-1.9095,-.62,0;-3.73,-.6268,0;-2.3279,1.1516,0;-.1626,4.7056,0;-3.7947,-2.9872,0;-3.1488,-3.7506,0;-1.1275,4.9681,0;-2.8089,-2.8082,0;-1.9464,5.5511,0;-2.8548,5.1329,0;-2.9526,4.1376,0;-2.1337,3.5547,0;-5.151,1.6208,0;-1.1671,-1.29,0;-4.4609,-1.3206,0;-3.332,1.1502,0;-2.8166,-1.0582,0;.0925,3.7387,0;-1.217,3.967,0;-6.6183,.247,0;.5472,5.41,0;-2.9418,6.9904,0;-4.5994,4.9956,0;-3.3832,3.2351,0;-1.5698,2.7289,0;.4759,.1535,0;-.6427,1.1658,0;.1605,-1.3188,0;-5.7945,-1.3686,0;-4.2266,-3.2391,0;-3.9679,-2.5182,0;-2.715,-3.9992,0;-3.4688,-4.1348,0;-.9136,5.42,0;-2.3162,-2.8932,0;-1.5905,5.9022,0;-2.9809,5.6167,0;-3.4343,4.2717,0;-2.4907,3.2046,0;-5.6379,1.507,0;-4.6641,1.7345,0;-5.2648,2.1077,0;-6.983,-.095,0;1.0297,5.2787,0;-2.7278,7.4423,0;-4.8826,5.4077,0;-3.8816,3.1958,0;
Duplicates	ChEBI189987_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189987_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189987_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189987_s0.sdf