CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI184406 (99133)

Formula C₂₅H₂₄ClNO₁₀

MW 533.92

InChIKey QCBWEVBGELGABM-NSJMMFDCNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 64

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 11

HB_Donor 4

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 2.28

logP 1.2781

PSA 164.75

MR 128.705

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -351.56793

PM7_Total_Energy_ev -6800.10579

PM7_Electronic_Energy_ev -60251.51754

PM7_Dipole_Debye 3.28185

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.658

PM7_LUMO_Energy_ev -1.139

PM7_COSMO_Area_square_ang 486.39

PM7_COSMO_Volue_cubic_ang 579.09

PM7_Electron_Affinity_ev 1.139

PM7_Ionization_Energy_ev 8.658

PM7_Energy_Gap_ev 7.519

PM7_Global_Hardness_ev 3.7595

PM7_Global_Softness_ev 0.26599281819390874

PM7_Chemical_Potential_ev -4.8985

PM7_Electronigativity_ev 4.8985

PM7_Back_Donation_Energy_ev -0.939875

PM7_Electrophilicity_ev 3.19128903444607

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-6-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]acetyl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(ccc1C(=O)n2c3ccc(cc3c(c2C)CC(=O)OC4C(C(C(C(O4)C(=O)O)O)O)O)OC)Cl

Canonical_SMILES COc1ccc2c(c1)c(CC(=O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)c(n2C(=O)c1ccc(cc1)Cl)C

InChI 1/C25H24ClNO10/c1-11-15(10-18(28)36-25-21(31)19(29)20(30)22(37-25)24(33)34)16-9-14(35-2)7-8-17(16)27(11)23(32)12-3-5-13(26)6-4-12/h3-9,19-22,25,29-31H,10H2,1-2H3,(H,33,34)/f/h33H

InChI_3D 1S/C25H24ClNO10/c1-11-15(10-18(28)36-25-21(31)19(29)20(30)22(37-25)24(33)34)16-9-14(35-2)7-8-17(16)27(11)23(32)12-3-5-13(26)6-4-12/h3-9,19-22,25,29-31H,10H2,1-2H3,(H,33,34)/t19-,20-,21+,22-,25+/m0/s1

AuxInfo 1/1/N:23,24,1,2,5,6,4,3,7,25,14,9,13,12,10,8,11,17,20,19,21,18,15,16,22,37,26,29,33,32,34,27,28,31,35,36,30/E:(3,4)(5,6)(33,34)/F:23,24,1,2,5,6,4,3,7,25,14,9,13,12,10,8,11,17,20,19,21,18,15,16,22,37,26,29,33,32,34,27,31,28,35,36,30/E:(3,4)(5,6)/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOClHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;d1;s2;;s7;s1d2;s8;s3d8;s4d7;s5d6;d10;s9;;;s16;s18;s19;s20;s21;s14;;s10s17;s11s14s15;d15;d16;d17;s18s22;s16;s19;s20;s21;s12s24;s17s22;s13;s1;s2;s3;s4;s5;s6;s7;s18;s19;s20;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s31;s32;s33;s34;/rC:2.8772,4.6746,0;1.5879,3.5136,0;.868,1.5138,0;0,1.0058,0;2.2046,5.4216,0;.9152,4.2606,0;.868,-.4978,0;1.736,-.0012,0;2.5654,3.7244,0;2.6938,-.3125,0;1.736,1.0058,0;;1.2202,5.2184,0;3.2858,.5023,0;3.2346,2.9813,0;2.0725,-5.7545,0;3.3117,-2.2146,0;3.2358,-4.4472,0;3.8577,-5.2368,0;4.8471,-5.091,0;5.2208,-4.1634,0;4.5988,-3.3737,0;4.2858,.5024,0;-.8639,-1.5013,0;3.0028,-1.2636,0;2.6938,1.3169,0;4.2127,3.1892,0;1.0931,-5.5523,0;2.6426,-2.9578,0;3.6032,-3.5116,0;2.387,-6.7037,0;4.4082,-6.898,0;6.5599,-5.4498,0;6.388,-2.8595,0;-.8653,-.5013,0;4.2899,-2.4226,0;.551,5.9615,0;3.3664,4.7778,0;1.434,3.0379,0;.868,2.0138,0;-.4337,1.2545,0;2.3605,5.8967,0;.4265,4.1552,0;.8677,-.9978,0;2.8097,-4.1855,0;3.4174,-5.4737,0;4.8321,-5.5907,0;5.6453,-4.4275,0;5.0399,-3.1381,0;4.2858,1.0024,0;4.2858,.0024,0;4.7858,.5024,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;3.4783,-1.1091,0;2.5272,-1.4181,0;2.0547,-7.0772,0;4.0758,-7.2715,0;6.7158,-5.9249,0;6.8773,-2.962,0;

Duplicates ChEBI184406

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184250-0000184499/ChEBI184406.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184250-0000184499/ChEBI184406.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184250-0000184499/ChEBI184406.sdf

Formula	C₂₅H₂₄ClNO₁₀
MW	533.92
InChIKey	QCBWEVBGELGABM-NSJMMFDCNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	64
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	11
HB_Donor	4
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	2.28
logP	1.2781
PSA	164.75
MR	128.705
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-351.56793
PM7_Total_Energy_ev	-6800.10579
PM7_Electronic_Energy_ev	-60251.51754
PM7_Dipole_Debye	3.28185
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.658
PM7_LUMO_Energy_ev	-1.139
PM7_COSMO_Area_square_ang	486.39
PM7_COSMO_Volue_cubic_ang	579.09
PM7_Electron_Affinity_ev	1.139
PM7_Ionization_Energy_ev	8.658
PM7_Energy_Gap_ev	7.519
PM7_Global_Hardness_ev	3.7595
PM7_Global_Softness_ev	0.26599281819390874
PM7_Chemical_Potential_ev	-4.8985
PM7_Electronigativity_ev	4.8985
PM7_Back_Donation_Energy_ev	-0.939875
PM7_Electrophilicity_ev	3.19128903444607
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]acetyl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(ccc1C(=O)n2c3ccc(cc3c(c2C)CC(=O)OC4C(C(C(C(O4)C(=O)O)O)O)O)OC)Cl
Canonical_SMILES	COc1ccc2c(c1)c(CC(=O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)c(n2C(=O)c1ccc(cc1)Cl)C
InChI	1/C25H24ClNO10/c1-11-15(10-18(28)36-25-21(31)19(29)20(30)22(37-25)24(33)34)16-9-14(35-2)7-8-17(16)27(11)23(32)12-3-5-13(26)6-4-12/h3-9,19-22,25,29-31H,10H2,1-2H3,(H,33,34)/f/h33H
InChI_3D	1S/C25H24ClNO10/c1-11-15(10-18(28)36-25-21(31)19(29)20(30)22(37-25)24(33)34)16-9-14(35-2)7-8-17(16)27(11)23(32)12-3-5-13(26)6-4-12/h3-9,19-22,25,29-31H,10H2,1-2H3,(H,33,34)/t19-,20-,21+,22-,25+/m0/s1
AuxInfo	1/1/N:23,24,1,2,5,6,4,3,7,25,14,9,13,12,10,8,11,17,20,19,21,18,15,16,22,37,26,29,33,32,34,27,28,31,35,36,30/E:(3,4)(5,6)(33,34)/F:23,24,1,2,5,6,4,3,7,25,14,9,13,12,10,8,11,17,20,19,21,18,15,16,22,37,26,29,33,32,34,27,31,28,35,36,30/E:(3,4)(5,6)/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOClHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;d1;s2;;s7;s1d2;s8;s3d8;s4d7;s5d6;d10;s9;;;s16;s18;s19;s20;s21;s14;;s10s17;s11s14s15;d15;d16;d17;s18s22;s16;s19;s20;s21;s12s24;s17s22;s13;s1;s2;s3;s4;s5;s6;s7;s18;s19;s20;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s31;s32;s33;s34;/rC:2.8772,4.6746,0;1.5879,3.5136,0;.868,1.5138,0;0,1.0058,0;2.2046,5.4216,0;.9152,4.2606,0;.868,-.4978,0;1.736,-.0012,0;2.5654,3.7244,0;2.6938,-.3125,0;1.736,1.0058,0;;1.2202,5.2184,0;3.2858,.5023,0;3.2346,2.9813,0;2.0725,-5.7545,0;3.3117,-2.2146,0;3.2358,-4.4472,0;3.8577,-5.2368,0;4.8471,-5.091,0;5.2208,-4.1634,0;4.5988,-3.3737,0;4.2858,.5024,0;-.8639,-1.5013,0;3.0028,-1.2636,0;2.6938,1.3169,0;4.2127,3.1892,0;1.0931,-5.5523,0;2.6426,-2.9578,0;3.6032,-3.5116,0;2.387,-6.7037,0;4.4082,-6.898,0;6.5599,-5.4498,0;6.388,-2.8595,0;-.8653,-.5013,0;4.2899,-2.4226,0;.551,5.9615,0;3.3664,4.7778,0;1.434,3.0379,0;.868,2.0138,0;-.4337,1.2545,0;2.3605,5.8967,0;.4265,4.1552,0;.8677,-.9978,0;2.8097,-4.1855,0;3.4174,-5.4737,0;4.8321,-5.5907,0;5.6453,-4.4275,0;5.0399,-3.1381,0;4.2858,1.0024,0;4.2858,.0024,0;4.7858,.5024,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;3.4783,-1.1091,0;2.5272,-1.4181,0;2.0547,-7.0772,0;4.0758,-7.2715,0;6.7158,-5.9249,0;6.8773,-2.962,0;
Duplicates	ChEBI184406
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184250-0000184499/ChEBI184406.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184250-0000184499/ChEBI184406.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184250-0000184499/ChEBI184406.sdf