CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12404_p7 (10164)

Formula C₂₁H₂₀BrN₄O₂

MW 440.32

InChIKey CYHWMBVXXDIZNZ-JEYJRHRLNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 0

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.63

logP 3.8333

PSA 72.27

MR 114.817

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 169.60251

PM7_Total_Energy_ev -4399.50943

PM7_Electronic_Energy_ev -37495.55474

PM7_Dipole_Debye 11.33474

PM7_Point_Group C1

PM7_HOMO_Energy_ev -12.331

PM7_LUMO_Energy_ev -4.414

PM7_COSMO_Area_square_ang 398.03

PM7_COSMO_Volue_cubic_ang 461.6

PM7_Electron_Affinity_ev 4.414

PM7_Ionization_Energy_ev 12.331

PM7_Energy_Gap_ev 7.917

PM7_Global_Hardness_ev 3.9585

PM7_Global_Softness_ev 0.2526209422761147

PM7_Chemical_Potential_ev -8.3725

PM7_Electronigativity_ev 8.3725

PM7_Back_Donation_Energy_ev -0.989625

PM7_Electrophilicity_ev 8.854206928129342

OPENEYE_Name methyl 3-[(4~{S})-8-bromo-1-methyl-6-(2-pyridyl)-4~{H}-imidazo[1,2-a][1,4]benzodiazepin-3-ium-4-yl]propanoate

SMILES c1ccnc(c1)C2=NC(c3[nH+]cc(n3-c4c2cc(cc4)Br)C)CCC(=O)OC

Canonical_SMILES COC(=O)CC[C@@H]1N=C(c2ccccn2)c2c(n3c1[nH]cc3C)ccc(c2)Br

InChI 1/C21H19BrN4O2/c1-13-12-24-21-17(7-9-19(27)28-2)25-20(16-5-3-4-10-23-16)15-11-14(22)6-8-18(15)26(13)21/h3-6,8,10-12,17H,7,9H2,1-2H3/p+1/fC21H20BrN4O2/h24H/q+1

InChI_3D 1S/C21H20BrN4O2/c1-13-12-24-21-17(7-9-19(27)28-2)25-20(16-5-3-4-10-23-16)15-11-14(22)6-8-18(15)26(13)21/h3-6,8,10-12,17,24H,7,9H2,1-2H3/t17-/m0/s1

AuxInfo 1/1/N:18,19,1,2,5,4,21,3,20,7,6,8,13,11,9,12,17,10,16,15,14,28,22,23,24,25,26,27/F:m/rA:48cCCCCCCCCCCCCCCCCCCCCCNN+NNOOBrHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;;s2;;s6;s3d9;s4d6;d5;d8;;s9s12;;s14;s13;;s16;s17s20;d7s12;s8d14;d15s17;s10s13s14;d16;s16s19;s11;s1;s2;s3;s4;s5;s6;s7;s8;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s23;/rC:;-.8675,.4975,0;2.1786,4.6511,0;1.2239,4.9487,0;.8675,.4975,0;.7085,3.2951,0;-.8675,1.5027,0;4.9703,3.8553,0;1.6632,2.9976,0;2.3983,3.6756,0;.4889,4.2707,0;.8675,1.5027,0;4.058,4.2648,0;3.8841,2.6561,0;1.735,2.0001,0;6.4812,1.2704,0;3.516,1.7263,0;3.8529,5.2435,0;7.8321,.1865,0;5.4928,1.4224,0;4.5044,1.5744,0;0,2.0104,0;4.8629,2.8611,0;2.5596,1.4344,0;3.3867,3.5236,0;7.107,2.0504,0;6.8438,.3385,0;-.4658,4.5683,0;0,-.5,0;-1.3001,.2469,0;2.5461,4.9902,0;1.1141,5.4365,0;1.3001,.2469,0;.341,2.9561,0;-1.3012,1.7514,0;5.4041,4.1041,0;3.5519,1.2276,0;3.3636,5.141,0;4.3423,5.346,0;3.7504,5.7329,0;7.7562,-.3077,0;7.9081,.6807,0;8.3263,.1106,0;5.4168,.9282,0;5.5688,1.9166,0;4.5804,2.0686,0;4.4284,1.0802,0;5.2334,2.5255,0;

Duplicates DB12404_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12404_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12404_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12404_p7.sdf

Formula	C₂₁H₂₀BrN₄O₂
MW	440.32
InChIKey	CYHWMBVXXDIZNZ-JEYJRHRLNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	0
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.63
logP	3.8333
PSA	72.27
MR	114.817
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	169.60251
PM7_Total_Energy_ev	-4399.50943
PM7_Electronic_Energy_ev	-37495.55474
PM7_Dipole_Debye	11.33474
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-12.331
PM7_LUMO_Energy_ev	-4.414
PM7_COSMO_Area_square_ang	398.03
PM7_COSMO_Volue_cubic_ang	461.6
PM7_Electron_Affinity_ev	4.414
PM7_Ionization_Energy_ev	12.331
PM7_Energy_Gap_ev	7.917
PM7_Global_Hardness_ev	3.9585
PM7_Global_Softness_ev	0.2526209422761147
PM7_Chemical_Potential_ev	-8.3725
PM7_Electronigativity_ev	8.3725
PM7_Back_Donation_Energy_ev	-0.989625
PM7_Electrophilicity_ev	8.854206928129342
OPENEYE_Name	methyl 3-[(4~{S})-8-bromo-1-methyl-6-(2-pyridyl)-4~{H}-imidazo[1,2-a][1,4]benzodiazepin-3-ium-4-yl]propanoate
SMILES	c1ccnc(c1)C2=NC(c3[nH+]cc(n3-c4c2cc(cc4)Br)C)CCC(=O)OC
Canonical_SMILES	COC(=O)CC[C@@H]1N=C(c2ccccn2)c2c(n3c1[nH]cc3C)ccc(c2)Br
InChI	1/C21H19BrN4O2/c1-13-12-24-21-17(7-9-19(27)28-2)25-20(16-5-3-4-10-23-16)15-11-14(22)6-8-18(15)26(13)21/h3-6,8,10-12,17H,7,9H2,1-2H3/p+1/fC21H20BrN4O2/h24H/q+1
InChI_3D	1S/C21H20BrN4O2/c1-13-12-24-21-17(7-9-19(27)28-2)25-20(16-5-3-4-10-23-16)15-11-14(22)6-8-18(15)26(13)21/h3-6,8,10-12,17,24H,7,9H2,1-2H3/t17-/m0/s1
AuxInfo	1/1/N:18,19,1,2,5,4,21,3,20,7,6,8,13,11,9,12,17,10,16,15,14,28,22,23,24,25,26,27/F:m/rA:48cCCCCCCCCCCCCCCCCCCCCCNN+NNOOBrHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;;s2;;s6;s3d9;s4d6;d5;d8;;s9s12;;s14;s13;;s16;s17s20;d7s12;s8d14;d15s17;s10s13s14;d16;s16s19;s11;s1;s2;s3;s4;s5;s6;s7;s8;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s23;/rC:;-.8675,.4975,0;2.1786,4.6511,0;1.2239,4.9487,0;.8675,.4975,0;.7085,3.2951,0;-.8675,1.5027,0;4.9703,3.8553,0;1.6632,2.9976,0;2.3983,3.6756,0;.4889,4.2707,0;.8675,1.5027,0;4.058,4.2648,0;3.8841,2.6561,0;1.735,2.0001,0;6.4812,1.2704,0;3.516,1.7263,0;3.8529,5.2435,0;7.8321,.1865,0;5.4928,1.4224,0;4.5044,1.5744,0;0,2.0104,0;4.8629,2.8611,0;2.5596,1.4344,0;3.3867,3.5236,0;7.107,2.0504,0;6.8438,.3385,0;-.4658,4.5683,0;0,-.5,0;-1.3001,.2469,0;2.5461,4.9902,0;1.1141,5.4365,0;1.3001,.2469,0;.341,2.9561,0;-1.3012,1.7514,0;5.4041,4.1041,0;3.5519,1.2276,0;3.3636,5.141,0;4.3423,5.346,0;3.7504,5.7329,0;7.7562,-.3077,0;7.9081,.6807,0;8.3263,.1106,0;5.4168,.9282,0;5.5688,1.9166,0;4.5804,2.0686,0;4.4284,1.0802,0;5.2334,2.5255,0;
Duplicates	DB12404_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12404_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12404_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12404_p7.sdf