CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI17096_p0 (6135)

Formula C₂₁H₂₄N₂O₄

MW 368.43

InChIKey HXLWDALZXJIPSY-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 6

HB_Donor 3

HB_Acceptor 2

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.48

logP 2.8975

PSA 83.58

MR 106.18

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -92.11967

PM7_Total_Energy_ev -4455.64577

PM7_Electronic_Energy_ev -37607.92789

PM7_Dipole_Debye 1.25121

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.348

PM7_LUMO_Energy_ev -0.133

PM7_COSMO_Area_square_ang 376.1

PM7_COSMO_Volue_cubic_ang 445.91

PM7_Electron_Affinity_ev 0.133

PM7_Ionization_Energy_ev 8.348

PM7_Energy_Gap_ev 8.215

PM7_Global_Hardness_ev 4.1075

PM7_Global_Softness_ev 0.24345709068776628

PM7_Chemical_Potential_ev -4.2405

PM7_Electronigativity_ev 4.2405

PM7_Back_Donation_Energy_ev -1.026875

PM7_Electrophilicity_ev 2.188903256238588

OPENEYE_Name methyl (2~{R},3~{R},4~{S})-2-hydroxy-4-[[(1~{S})-2,3,4,9-tetrahydro-1~{H}-pyrido[3,4-b]indol-1-yl]methyl]-3-vinyl-3,4-dihydro-2~{H}-pyran-5-carboxylate

SMILES c1ccc2c(c1)c3c([nH]2)C(NCC3)CC4C(=COC(C4C=C)O)C(=O)OC

Canonical_SMILES COC(=O)C1=CO[C@H]([C@@H]([C@@H]1C[C@@H]1NCCc2c1[nH]c1c2cccc1)C=C)O

InChI 1/C21H24N2O4/c1-3-12-15(16(20(24)26-2)11-27-21(12)25)10-18-19-14(8-9-22-18)13-6-4-5-7-17(13)23-19/h3-7,11-12,15,18,21-23,25H,1,8-10H2,2H3

InChI_3D 1S/C21H24N2O4/c1-3-12-15(16(20(24)26-2)11-27-21(12)25)10-18-19-14(8-9-22-18)13-6-4-5-7-17(13)23-19/h3-7,11-12,15,18,21-23,25H,1,8-10H2,2H3/t12-,15+,18+,21-/m1/s1

AuxInfo 1/0/N:11,20,12,1,2,3,4,14,15,21,9,18,5,6,17,10,7,16,8,13,19,23,22,24,26,27,25/rA:51cCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s5;d4s5;d6;;d9;;d11;s10;s6;s14;s8;s10;s12s17;s18;;s16s17;s7s8;s15s16;d13;s9s19;s19;s13s20;s1;s2;s3;s4;s9;s11;s11;s12;s14;s14;s15;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s22;s23;s26;/rC:;-.3143,.9606,0;.9816,-.2059,0;.3605,1.7075,0;1.6513,.5386,0;2.6563,.5419,0;1.3429,1.4971,0;2.9705,1.497,0;2.2737,6.646,0;1.9643,5.6896,0;5.723,3.9855,0;5.3481,4.9126,0;.9867,5.479,0;3.3258,-.2052,0;4.3095,.0013,0;3.9487,1.7045,0;2.6365,4.9492,0;3.6151,5.1556,0;3.9245,6.112,0;-.662,6.0097,0;3.2926,3.3269,0;2.1552,2.0893,0;4.6201,.9615,0;.6803,4.5271,0;3.2553,6.862,0;4.5422,6.8983,0;.3156,6.2203,0;-.3337,-.3724,0;-.8034,1.0645,0;1.1369,-.6812,0;.2068,2.1833,0;1.9375,7.0161,0;6.2182,3.9161,0;5.4153,3.5914,0;5.6558,5.3067,0;3.512,-.6693,0;2.9011,-.4691,0;4.8046,-.0683,0;4.3263,-.4984,0;4.3724,1.9699,0;2.2131,4.6833,0;3.6322,4.6559,0;4.3658,5.8769,0;-.7673,6.4985,0;-.5567,5.5209,0;-1.1508,5.9044,0;2.8291,3.1394,0;3.7562,3.5143,0;2.1548,2.5893,0;5.109,1.0662,0;4.3561,7.3624,0;

Duplicates ChEBI17096_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/ChEBI17096_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/ChEBI17096_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/ChEBI17096_p0.sdf

Formula	C₂₁H₂₄N₂O₄
MW	368.43
InChIKey	HXLWDALZXJIPSY-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	6
HB_Donor	3
HB_Acceptor	2
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.48
logP	2.8975
PSA	83.58
MR	106.18
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-92.11967
PM7_Total_Energy_ev	-4455.64577
PM7_Electronic_Energy_ev	-37607.92789
PM7_Dipole_Debye	1.25121
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.348
PM7_LUMO_Energy_ev	-0.133
PM7_COSMO_Area_square_ang	376.1
PM7_COSMO_Volue_cubic_ang	445.91
PM7_Electron_Affinity_ev	0.133
PM7_Ionization_Energy_ev	8.348
PM7_Energy_Gap_ev	8.215
PM7_Global_Hardness_ev	4.1075
PM7_Global_Softness_ev	0.24345709068776628
PM7_Chemical_Potential_ev	-4.2405
PM7_Electronigativity_ev	4.2405
PM7_Back_Donation_Energy_ev	-1.026875
PM7_Electrophilicity_ev	2.188903256238588
OPENEYE_Name	methyl (2~{R},3~{R},4~{S})-2-hydroxy-4-[[(1~{S})-2,3,4,9-tetrahydro-1~{H}-pyrido[3,4-b]indol-1-yl]methyl]-3-vinyl-3,4-dihydro-2~{H}-pyran-5-carboxylate
SMILES	c1ccc2c(c1)c3c([nH]2)C(NCC3)CC4C(=COC(C4C=C)O)C(=O)OC
Canonical_SMILES	COC(=O)C1=CO[C@H]([C@@H]([C@@H]1C[C@@H]1NCCc2c1[nH]c1c2cccc1)C=C)O
InChI	1/C21H24N2O4/c1-3-12-15(16(20(24)26-2)11-27-21(12)25)10-18-19-14(8-9-22-18)13-6-4-5-7-17(13)23-19/h3-7,11-12,15,18,21-23,25H,1,8-10H2,2H3
InChI_3D	1S/C21H24N2O4/c1-3-12-15(16(20(24)26-2)11-27-21(12)25)10-18-19-14(8-9-22-18)13-6-4-5-7-17(13)23-19/h3-7,11-12,15,18,21-23,25H,1,8-10H2,2H3/t12-,15+,18+,21-/m1/s1
AuxInfo	1/0/N:11,20,12,1,2,3,4,14,15,21,9,18,5,6,17,10,7,16,8,13,19,23,22,24,26,27,25/rA:51cCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s5;d4s5;d6;;d9;;d11;s10;s6;s14;s8;s10;s12s17;s18;;s16s17;s7s8;s15s16;d13;s9s19;s19;s13s20;s1;s2;s3;s4;s9;s11;s11;s12;s14;s14;s15;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s22;s23;s26;/rC:;-.3143,.9606,0;.9816,-.2059,0;.3605,1.7075,0;1.6513,.5386,0;2.6563,.5419,0;1.3429,1.4971,0;2.9705,1.497,0;2.2737,6.646,0;1.9643,5.6896,0;5.723,3.9855,0;5.3481,4.9126,0;.9867,5.479,0;3.3258,-.2052,0;4.3095,.0013,0;3.9487,1.7045,0;2.6365,4.9492,0;3.6151,5.1556,0;3.9245,6.112,0;-.662,6.0097,0;3.2926,3.3269,0;2.1552,2.0893,0;4.6201,.9615,0;.6803,4.5271,0;3.2553,6.862,0;4.5422,6.8983,0;.3156,6.2203,0;-.3337,-.3724,0;-.8034,1.0645,0;1.1369,-.6812,0;.2068,2.1833,0;1.9375,7.0161,0;6.2182,3.9161,0;5.4153,3.5914,0;5.6558,5.3067,0;3.512,-.6693,0;2.9011,-.4691,0;4.8046,-.0683,0;4.3263,-.4984,0;4.3724,1.9699,0;2.2131,4.6833,0;3.6322,4.6559,0;4.3658,5.8769,0;-.7673,6.4985,0;-.5567,5.5209,0;-1.1508,5.9044,0;2.8291,3.1394,0;3.7562,3.5143,0;2.1548,2.5893,0;5.109,1.0662,0;4.3561,7.3624,0;
Duplicates	ChEBI17096_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/ChEBI17096_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/ChEBI17096_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/ChEBI17096_p0.sdf