CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01732 (1965)

Formula C₃₃H₃₄N₂O₅

MW 538.64

InChIKey SQBOSZXDOHQFAA-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 74

Number_Heavy_Atoms 40

Number_Rings 5

Number_Bonds 78

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 7

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 1

XLogP3 0

XLogP 4.18

logP 4.6172

PSA 82.47

MR 160.798

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -98.36705

PM7_Total_Energy_ev -6359.30543

PM7_Electronic_Energy_ev -69147.55691

PM7_Dipole_Debye 4.28136

PM7_Point_Group C2

PM7_HOMO_Energy_ev -9.03

PM7_LUMO_Energy_ev -0.043

PM7_COSMO_Area_square_ang 483.3

PM7_COSMO_Volue_cubic_ang 669.9

PM7_Electron_Affinity_ev 0.043

PM7_Ionization_Energy_ev 9.03

PM7_Energy_Gap_ev 8.987

PM7_Global_Hardness_ev 4.4935

PM7_Global_Softness_ev 0.22254367419606097

PM7_Chemical_Potential_ev -4.5365

PM7_Electronigativity_ev 4.5365

PM7_Back_Donation_Energy_ev -1.123375

PM7_Electrophilicity_ev 2.289955741626794

OPENEYE_Name (4~{R},5~{S},6~{S},7~{R})-1,3-dibenzyl-5,6-dihydroxy-4,7-bis(phenoxymethyl)-1,3-diazepan-2-one

SMILES c1ccc(cc1)CN2C(=O)N(C(C(C(C2COc3ccccc3)O)O)COc4ccccc4)Cc5ccccc5

Canonical_SMILES O[C@@H]1[C@@H](O)[C@@H](COc2ccccc2)N(C(=O)N([C@@H]1COc1ccccc1)Cc1ccccc1)Cc1ccccc1

InChI 1/C33H34N2O5/c36-31-29(23-39-27-17-9-3-10-18-27)34(21-25-13-5-1-6-14-25)33(38)35(22-26-15-7-2-8-16-26)30(32(31)37)24-40-28-19-11-4-12-20-28/h1-20,29-32,36-37H,21-24H2

InChI_3D 1S/C33H34N2O5/c36-31-29(23-39-27-17-9-3-10-18-27)34(21-25-13-5-1-6-14-25)33(38)35(22-26-15-7-2-8-16-26)30(32(31)37)24-40-28-19-11-4-12-20-28/h1-20,29-32,36-37H,21-24H2/t29-,30-,31+,32+/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18,19,20,30,31,32,33,21,22,23,24,28,29,26,27,25,34,35,37,38,36,39,40/E:(1,2)(3,4)(5,6,7,8)(9,10,11,12)(13,14,15,16)(17,18,19,20)(21,22)(23,24)(25,26)(27,28)(29,30)(31,32)(34,35)(36,37)(39,40)/rA:74cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s1;d2;s2;d3;s3;d4;s4;s5;d6;s7;d8;s9;d10;s11;d12;d13s14;d15s16;d17s18;d19s20;;;s26;s26;s27;s21;s22;s28;s29;s25s28s30;s25s29s31;d25;s26;s27;s23s32;s24s33;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s26;s27;s28;s29;s30;s30;s31;s31;s32;s32;s33;s33;s37;s38;/rC:7.0024,-.4124,0;.4692,6.2112,0;3.0382,-3.8624,0;-4.6874,4.3459,0;6.3274,-1.1503,0;6.7063,.5428,0;1.3389,5.7175,0;-.3961,5.7099,0;2.1347,-3.4338,0;3.8645,-3.299,0;-3.6874,4.3548,0;-5.1847,3.4783,0;5.3465,-.9308,0;5.7254,.7624,0;1.3433,4.7123,0;-.3917,4.7047,0;2.0567,-2.4316,0;3.7864,-2.2969,0;-3.1796,3.4873,0;-4.6769,2.6108,0;5.0405,.0267,0;.478,4.2008,0;2.8821,-1.8581,0;-3.6717,2.6109,0;1.3964,1.7712,0;;-.6316,.7845,0;1,.0014,0;-.4166,1.7644,0;3.3328,.4089,0;.4824,3.2008,0;1.9022,-.4298,0;-2.1666,1.7539,0;1.625,.7911,0;.4868,2.2008,0;2.1744,2.3995,0;.3936,-1.7052,0;-1.7146,-.5901,0;2.8045,-.8611,0;-3.1666,1.7479,0;7.4903,-.5216,0;.467,6.7112,0;3.0771,-4.3609,0;-4.94,4.7774,0;6.4775,-1.6272,0;7.0454,.9103,0;1.7704,5.97,0;-.8298,5.9586,0;1.7229,-3.7172,0;4.3153,-3.5153,0;-3.4406,4.7896,0;-5.6847,3.476,0;5.009,-1.2997,0;5.5774,1.24,0;1.7781,4.4655,0;-.8243,4.4541,0;1.6049,-2.2173,0;4.1996,-2.0152,0;-2.6796,3.4918,0;-4.9256,2.177,0;-.4497,-.2185,0;-1.0836,.9982,0;.8898,-.4863,0;-.5296,2.2515,0;3.2236,-.079,0;3.442,.8968,0;.9824,3.203,0;-.0176,3.1986,0;2.1179,.0213,0;1.6866,-.881,0;-2.1636,1.2539,0;-2.1696,2.2539,0;.028,-2.0461,0;-2.2095,-.5185,0;

Duplicates DB01732

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01732.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01732.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01732.sdf

Formula	C₃₃H₃₄N₂O₅
MW	538.64
InChIKey	SQBOSZXDOHQFAA-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	74
Number_Heavy_Atoms	40
Number_Rings	5
Number_Bonds	78
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	7
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	1
XLogP3	0
XLogP	4.18
logP	4.6172
PSA	82.47
MR	160.798
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-98.36705
PM7_Total_Energy_ev	-6359.30543
PM7_Electronic_Energy_ev	-69147.55691
PM7_Dipole_Debye	4.28136
PM7_Point_Group	C2
PM7_HOMO_Energy_ev	-9.03
PM7_LUMO_Energy_ev	-0.043
PM7_COSMO_Area_square_ang	483.3
PM7_COSMO_Volue_cubic_ang	669.9
PM7_Electron_Affinity_ev	0.043
PM7_Ionization_Energy_ev	9.03
PM7_Energy_Gap_ev	8.987
PM7_Global_Hardness_ev	4.4935
PM7_Global_Softness_ev	0.22254367419606097
PM7_Chemical_Potential_ev	-4.5365
PM7_Electronigativity_ev	4.5365
PM7_Back_Donation_Energy_ev	-1.123375
PM7_Electrophilicity_ev	2.289955741626794
OPENEYE_Name	(4~{R},5~{S},6~{S},7~{R})-1,3-dibenzyl-5,6-dihydroxy-4,7-bis(phenoxymethyl)-1,3-diazepan-2-one
SMILES	c1ccc(cc1)CN2C(=O)N(C(C(C(C2COc3ccccc3)O)O)COc4ccccc4)Cc5ccccc5
Canonical_SMILES	O[C@@H]1[C@@H](O)[C@@H](COc2ccccc2)N(C(=O)N([C@@H]1COc1ccccc1)Cc1ccccc1)Cc1ccccc1
InChI	1/C33H34N2O5/c36-31-29(23-39-27-17-9-3-10-18-27)34(21-25-13-5-1-6-14-25)33(38)35(22-26-15-7-2-8-16-26)30(32(31)37)24-40-28-19-11-4-12-20-28/h1-20,29-32,36-37H,21-24H2
InChI_3D	1S/C33H34N2O5/c36-31-29(23-39-27-17-9-3-10-18-27)34(21-25-13-5-1-6-14-25)33(38)35(22-26-15-7-2-8-16-26)30(32(31)37)24-40-28-19-11-4-12-20-28/h1-20,29-32,36-37H,21-24H2/t29-,30-,31+,32+/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18,19,20,30,31,32,33,21,22,23,24,28,29,26,27,25,34,35,37,38,36,39,40/E:(1,2)(3,4)(5,6,7,8)(9,10,11,12)(13,14,15,16)(17,18,19,20)(21,22)(23,24)(25,26)(27,28)(29,30)(31,32)(34,35)(36,37)(39,40)/rA:74cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s1;d2;s2;d3;s3;d4;s4;s5;d6;s7;d8;s9;d10;s11;d12;d13s14;d15s16;d17s18;d19s20;;;s26;s26;s27;s21;s22;s28;s29;s25s28s30;s25s29s31;d25;s26;s27;s23s32;s24s33;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s26;s27;s28;s29;s30;s30;s31;s31;s32;s32;s33;s33;s37;s38;/rC:7.0024,-.4124,0;.4692,6.2112,0;3.0382,-3.8624,0;-4.6874,4.3459,0;6.3274,-1.1503,0;6.7063,.5428,0;1.3389,5.7175,0;-.3961,5.7099,0;2.1347,-3.4338,0;3.8645,-3.299,0;-3.6874,4.3548,0;-5.1847,3.4783,0;5.3465,-.9308,0;5.7254,.7624,0;1.3433,4.7123,0;-.3917,4.7047,0;2.0567,-2.4316,0;3.7864,-2.2969,0;-3.1796,3.4873,0;-4.6769,2.6108,0;5.0405,.0267,0;.478,4.2008,0;2.8821,-1.8581,0;-3.6717,2.6109,0;1.3964,1.7712,0;;-.6316,.7845,0;1,.0014,0;-.4166,1.7644,0;3.3328,.4089,0;.4824,3.2008,0;1.9022,-.4298,0;-2.1666,1.7539,0;1.625,.7911,0;.4868,2.2008,0;2.1744,2.3995,0;.3936,-1.7052,0;-1.7146,-.5901,0;2.8045,-.8611,0;-3.1666,1.7479,0;7.4903,-.5216,0;.467,6.7112,0;3.0771,-4.3609,0;-4.94,4.7774,0;6.4775,-1.6272,0;7.0454,.9103,0;1.7704,5.97,0;-.8298,5.9586,0;1.7229,-3.7172,0;4.3153,-3.5153,0;-3.4406,4.7896,0;-5.6847,3.476,0;5.009,-1.2997,0;5.5774,1.24,0;1.7781,4.4655,0;-.8243,4.4541,0;1.6049,-2.2173,0;4.1996,-2.0152,0;-2.6796,3.4918,0;-4.9256,2.177,0;-.4497,-.2185,0;-1.0836,.9982,0;.8898,-.4863,0;-.5296,2.2515,0;3.2236,-.079,0;3.442,.8968,0;.9824,3.203,0;-.0176,3.1986,0;2.1179,.0213,0;1.6866,-.881,0;-2.1636,1.2539,0;-2.1696,2.2539,0;.028,-2.0461,0;-2.2095,-.5185,0;
Duplicates	DB01732
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01732.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01732.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01732.sdf