CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI180515 (96331)

Formula C₂₅H₃₁NO₁₂

MW 537.52

InChIKey RSANRMXIULPPSK-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 69

Number_Heavy_Atoms 38

Number_Rings 3

Number_Bonds 71

Rotat_Bonds 15

Unbranched_Chain 3

Chiral_Centers 9

ONatoms 13

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP -0.82

logP -1.25952

PSA 208.39

MR 127.356

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -415.33068

PM7_Total_Energy_ev -7216.54402

PM7_Electronic_Energy_ev -69598.28648

PM7_Dipole_Debye 3.30977

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.761

PM7_LUMO_Energy_ev -0.757

PM7_COSMO_Area_square_ang 479.97

PM7_COSMO_Volue_cubic_ang 625.2

PM7_Electron_Affinity_ev 0.757

PM7_Ionization_Energy_ev 8.761

PM7_Energy_Gap_ev 8.004

PM7_Global_Hardness_ev 4.002

PM7_Global_Softness_ev 0.24987506246876562

PM7_Chemical_Potential_ev -4.759

PM7_Electronigativity_ev 4.759

PM7_Back_Donation_Energy_ev -1.0005

PM7_Electrophilicity_ev 2.8295953273363317

OPENEYE_Name [(2~{R},3~{R},4~{S},5~{S},6~{R})-2-[(1~{R},2~{E},3~{S},4~{R},5~{S})-2-(cyanomethylene)-3,4-dihydroxy-5-methoxy-cyclohexoxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl] (~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate

SMILES C(#N)C=C1C(CC(C(C1O)O)OC)OC2C(C(C(C(O2)CO)O)O)OC(=O)C=Cc3ccc(c(c3)OC)O

Canonical_SMILES N#C/C=C1/[C@H](O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2OC(=O)/C=C/c2ccc(c(c2)OC)O)O)O)C[C@@H]([C@@H]([C@H]1O)O)OC

InChI 1/C25H31NO12/c1-34-16-9-12(3-5-14(16)28)4-6-19(29)38-24-23(33)22(32)18(11-27)37-25(24)36-15-10-17(35-2)21(31)20(30)13(15)7-8-26/h3-7,9,15,17-18,20-25,27-28,30-33H,10-11H2,1-2H3

InChI_3D 1S/C25H31NO12/c1-34-16-9-12(3-5-14(16)28)4-6-19(29)38-24-23(33)22(32)18(11-27)37-25(24)36-15-10-17(35-2)21(31)20(30)13(15)7-8-26/h3-7,9,15,17-18,20-25,27-28,30-33H,10-11H2,1-2H3/b6-4+,13-7-/t15-,17+,18-,20+,21+,22-,23+,24-,25-/m1/s1

AuxInfo 1/0/N:23,24,2,10,3,11,9,1,4,13,25,5,8,6,14,7,16,21,12,15,17,19,18,20,22,26,34,29,27,30,31,33,32,35,38,37,28,36/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;s2d4;s3;s4d6;;s1w8;s5;w10;s11;;s8s13;s8;s13;s15s16;;s18;s18;s19;s20;;;s21;t1;d12;s21s22;s6;s15;s17;s18;s19;s25;s7s23;s12s20;s14s22;s16s24;s2;s3;s4;s9;s10;s11;s13;s13;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s29;s30;s31;s32;s33;s34;/rC:-.7945,3.6725,0;5.1517,2.1272,0;6.1359,2.3042,0;5.4539,.4186,0;4.8074,1.1883,0;6.7825,1.5344,0;6.4447,.5877,0;.8342,4.2616,0;.1899,3.4969,0;3.8224,1.0156,0;3.4795,.0762,0;2.4945,-.0965,0;2.4659,4.8519,0;1.8182,4.0831,0;.4914,5.201,0;2.1296,5.7991,0;1.139,5.9698,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;8.0726,-.0039,0;4.8397,6.2659,0;-2.5903,1.1954,0;-1.779,3.8481,0;2.1516,-1.0358,0;0,2.0104,0;7.7667,1.7115,0;-.6321,6.5428,0;1.7344,7.6154,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;-3.5748,1.0198,0;7.0879,-.178,0;1.8525,.6702,0;1.2132,2.441,0;3.8542,6.0961,0;4.8301,2.51,0;6.306,2.7743,0;5.2817,-.0509,0;.36,3.0267,0;3.5014,1.3989,0;3.8005,-.3071,0;2.7858,4.4676,0;2.9004,5.0993,0;2.2505,3.8319,0;.0583,4.9511,0;2.1296,6.2991,0;.706,6.2198,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;7.9855,.4885,0;8.1597,-.4962,0;8.565,.0832,0;4.7548,6.7586,0;4.9245,5.7731,0;5.3324,6.3507,0;-2.5025,.7032,0;-2.6781,1.6877,0;7.9361,2.1819,0;-1.1246,6.4564,0;1.4122,7.9978,0;.9521,-1.8113,0;-1.9551,-1.2359,0;-3.7449,.5497,0;

Duplicates ChEBI180515;ChEBI192064_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180515.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180515.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180515.sdf

Formula	C₂₅H₃₁NO₁₂
MW	537.52
InChIKey	RSANRMXIULPPSK-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	69
Number_Heavy_Atoms	38
Number_Rings	3
Number_Bonds	71
Rotat_Bonds	15
Unbranched_Chain	3
Chiral_Centers	9
ONatoms	13
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	-0.82
logP	-1.25952
PSA	208.39
MR	127.356
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-415.33068
PM7_Total_Energy_ev	-7216.54402
PM7_Electronic_Energy_ev	-69598.28648
PM7_Dipole_Debye	3.30977
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.761
PM7_LUMO_Energy_ev	-0.757
PM7_COSMO_Area_square_ang	479.97
PM7_COSMO_Volue_cubic_ang	625.2
PM7_Electron_Affinity_ev	0.757
PM7_Ionization_Energy_ev	8.761
PM7_Energy_Gap_ev	8.004
PM7_Global_Hardness_ev	4.002
PM7_Global_Softness_ev	0.24987506246876562
PM7_Chemical_Potential_ev	-4.759
PM7_Electronigativity_ev	4.759
PM7_Back_Donation_Energy_ev	-1.0005
PM7_Electrophilicity_ev	2.8295953273363317
OPENEYE_Name	[(2~{R},3~{R},4~{S},5~{S},6~{R})-2-[(1~{R},2~{E},3~{S},4~{R},5~{S})-2-(cyanomethylene)-3,4-dihydroxy-5-methoxy-cyclohexoxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl] (~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
SMILES	C(#N)C=C1C(CC(C(C1O)O)OC)OC2C(C(C(C(O2)CO)O)O)OC(=O)C=Cc3ccc(c(c3)OC)O
Canonical_SMILES	N#C/C=C1/[C@H](O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2OC(=O)/C=C/c2ccc(c(c2)OC)O)O)O)C[C@@H]([C@@H]([C@H]1O)O)OC
InChI	1/C25H31NO12/c1-34-16-9-12(3-5-14(16)28)4-6-19(29)38-24-23(33)22(32)18(11-27)37-25(24)36-15-10-17(35-2)21(31)20(30)13(15)7-8-26/h3-7,9,15,17-18,20-25,27-28,30-33H,10-11H2,1-2H3
InChI_3D	1S/C25H31NO12/c1-34-16-9-12(3-5-14(16)28)4-6-19(29)38-24-23(33)22(32)18(11-27)37-25(24)36-15-10-17(35-2)21(31)20(30)13(15)7-8-26/h3-7,9,15,17-18,20-25,27-28,30-33H,10-11H2,1-2H3/b6-4+,13-7-/t15-,17+,18-,20+,21+,22-,23+,24-,25-/m1/s1
AuxInfo	1/0/N:23,24,2,10,3,11,9,1,4,13,25,5,8,6,14,7,16,21,12,15,17,19,18,20,22,26,34,29,27,30,31,33,32,35,38,37,28,36/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;s2d4;s3;s4d6;;s1w8;s5;w10;s11;;s8s13;s8;s13;s15s16;;s18;s18;s19;s20;;;s21;t1;d12;s21s22;s6;s15;s17;s18;s19;s25;s7s23;s12s20;s14s22;s16s24;s2;s3;s4;s9;s10;s11;s13;s13;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s29;s30;s31;s32;s33;s34;/rC:-.7945,3.6725,0;5.1517,2.1272,0;6.1359,2.3042,0;5.4539,.4186,0;4.8074,1.1883,0;6.7825,1.5344,0;6.4447,.5877,0;.8342,4.2616,0;.1899,3.4969,0;3.8224,1.0156,0;3.4795,.0762,0;2.4945,-.0965,0;2.4659,4.8519,0;1.8182,4.0831,0;.4914,5.201,0;2.1296,5.7991,0;1.139,5.9698,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;8.0726,-.0039,0;4.8397,6.2659,0;-2.5903,1.1954,0;-1.779,3.8481,0;2.1516,-1.0358,0;0,2.0104,0;7.7667,1.7115,0;-.6321,6.5428,0;1.7344,7.6154,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;-3.5748,1.0198,0;7.0879,-.178,0;1.8525,.6702,0;1.2132,2.441,0;3.8542,6.0961,0;4.8301,2.51,0;6.306,2.7743,0;5.2817,-.0509,0;.36,3.0267,0;3.5014,1.3989,0;3.8005,-.3071,0;2.7858,4.4676,0;2.9004,5.0993,0;2.2505,3.8319,0;.0583,4.9511,0;2.1296,6.2991,0;.706,6.2198,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;7.9855,.4885,0;8.1597,-.4962,0;8.565,.0832,0;4.7548,6.7586,0;4.9245,5.7731,0;5.3324,6.3507,0;-2.5025,.7032,0;-2.6781,1.6877,0;7.9361,2.1819,0;-1.1246,6.4564,0;1.4122,7.9978,0;.9521,-1.8113,0;-1.9551,-1.2359,0;-3.7449,.5497,0;
Duplicates	ChEBI180515;ChEBI192064_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180515.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180515.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180515.sdf