NPASS drugs

Drug Information

Drug ID:	NPD2300
Drug Name:
Molecular Formula:	C17H12Cl2N2O6S
Canonical SMILES:	OC(=N)Nc1c(oc2c1ccc(c2)OS(=O)(=O)C)C(=O)c1ccc(cc1Cl)Cl
Standard InCHI:	InChI=1S/C17H12Cl2N2O6S/c1-28(24,25)27-9-3-5-11-13(7-9)26-16(14(11)21-17(20)23)15(22)10-4-2-8(18)6-12(10)19/h2-7H,1H3,(H3,20,21,23)
Standard InCHIKey:	YPFLFUJKZDAXRA-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2300

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	384
0.1-0.2	2782
0.2-0.3	8963
0.3-0.4	4114
0.4-0.5	9059
0.5-0.6	5495
0.6-0.7	93
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Remote Similarity	0.6996	NPC218303
Remote Similarity	0.6943	NPC288759
Remote Similarity	0.6907	NPC176113
Remote Similarity	0.6886	NPC241263
Remote Similarity	0.681	NPC313112
Remote Similarity	0.681	NPC301292
Remote Similarity	0.6809	NPC474366
Remote Similarity	0.6805	NPC329830
Remote Similarity	0.6793	NPC30749
Remote Similarity	0.6752	NPC198160
Remote Similarity	0.6751	NPC305542
Remote Similarity	0.6724	NPC15987
Remote Similarity	0.6696	NPC206109
Remote Similarity	0.6696	NPC234933
Remote Similarity	0.6696	NPC114039
Remote Similarity	0.6681	NPC116178
Remote Similarity	0.6681	NPC212123
Remote Similarity	0.6653	NPC217903
Remote Similarity	0.6653	NPC321166
Remote Similarity	0.6652	NPC1820
Remote Similarity	0.6556	NPC148391
Remote Similarity	0.6475	NPC134702
Remote Similarity	0.6475	NPC195120
Remote Similarity	0.6466	NPC13249
Remote Similarity	0.6446	NPC114468
Remote Similarity	0.6437	NPC251071
Remote Similarity	0.642	NPC2905
Remote Similarity	0.6408	NPC182853
Remote Similarity	0.6408	NPC87560
Remote Similarity	0.6397	NPC76478
Remote Similarity	0.6379	NPC268223
Remote Similarity	0.6364	NPC295479
Remote Similarity	0.6364	NPC220241
Remote Similarity	0.6356	NPC469439
Remote Similarity	0.6356	NPC118154
Remote Similarity	0.6356	NPC157983
Remote Similarity	0.6331	NPC118189
Remote Similarity	0.6331	NPC7560
Remote Similarity	0.6327	NPC298320
Remote Similarity	0.6325	NPC170333
Remote Similarity	0.6306	NPC473196
Remote Similarity	0.6288	NPC472606
Remote Similarity	0.6282	NPC264938
Remote Similarity	0.6255	NPC25961
Remote Similarity	0.625	NPC223384
Remote Similarity	0.6228	NPC327005
Remote Similarity	0.6223	NPC475411
Remote Similarity	0.6178	NPC73280
Remote Similarity	0.6168	NPC302181
Remote Similarity	0.6167	NPC9475
Remote Similarity	0.6166	NPC285254
Remote Similarity	0.6157	NPC472163
Remote Similarity	0.614	NPC230943
Remote Similarity	0.6136	NPC41719
Remote Similarity	0.6132	NPC257266
Remote Similarity	0.613	NPC49672
Remote Similarity	0.6126	NPC122886
Remote Similarity	0.6121	NPC53192
Remote Similarity	0.6111	NPC210826
Remote Similarity	0.6107	NPC257728
Remote Similarity	0.6099	NPC299582
Remote Similarity	0.6093	NPC225884
Remote Similarity	0.6091	NPC263676
Remote Similarity	0.6089	NPC193998
Remote Similarity	0.6087	NPC314633
Remote Similarity	0.6083	NPC12148
Remote Similarity	0.6083	NPC130581
Remote Similarity	0.6082	NPC153365
Remote Similarity	0.6078	NPC235194
Remote Similarity	0.6074	NPC41216
Remote Similarity	0.607	NPC227033
Remote Similarity	0.6062	NPC109180
Remote Similarity	0.6055	NPC135325
Remote Similarity	0.6049	NPC133156
Remote Similarity	0.6038	NPC254841
Remote Similarity	0.6037	NPC300267
Remote Similarity	0.6037	NPC51641
Remote Similarity	0.6027	NPC296030
Remote Similarity	0.6027	NPC39929
Remote Similarity	0.6027	NPC37226
Remote Similarity	0.6027	NPC226644
Remote Similarity	0.6027	NPC37208
Remote Similarity	0.6027	NPC221868
Remote Similarity	0.6018	NPC219861
Remote Similarity	0.6014	NPC172355
Remote Similarity	0.6009	NPC17816
Remote Similarity	0.6009	NPC198427
Remote Similarity	0.6	NPC112937
Remote Similarity	0.6	NPC148423
Remote Similarity	0.6	NPC135303
Remote Similarity	0.6	NPC167576
Remote Similarity	0.6	NPC78335
Remote Similarity	0.6	NPC230713
Remote Similarity	0.5991	NPC71210
Remote Similarity	0.5991	NPC473194
Remote Similarity	0.5991	NPC155144
Remote Similarity	0.5991	NPC472581
Remote Similarity	0.5983	NPC308895
Remote Similarity	0.5983	NPC150308
Remote Similarity	0.5982	NPC272194
Remote Similarity	0.5973	NPC193976
Remote Similarity	0.5973	NPC23668
Remote Similarity	0.5973	NPC115324
Remote Similarity	0.5973	NPC170169
Remote Similarity	0.5973	NPC116604
Remote Similarity	0.5973	NPC156244
Remote Similarity	0.5972	NPC471520
Remote Similarity	0.597	NPC165964
Remote Similarity	0.597	NPC203373
Remote Similarity	0.5957	NPC148480
Remote Similarity	0.5955	NPC178202
Remote Similarity	0.5953	NPC28337
Remote Similarity	0.5953	NPC140296
Remote Similarity	0.5948	NPC67401
Remote Similarity	0.5947	NPC272722
Remote Similarity	0.5947	NPC119134
Remote Similarity	0.5946	NPC38361
Remote Similarity	0.5946	NPC207624
Remote Similarity	0.5946	NPC130015
Remote Similarity	0.5946	NPC67654
Remote Similarity	0.5946	NPC142308
Remote Similarity	0.5945	NPC17262
Remote Similarity	0.5938	NPC257763
Remote Similarity	0.5933	NPC11173
Remote Similarity	0.5928	NPC472406
Remote Similarity	0.5927	NPC230683
Remote Similarity	0.5926	NPC136840
Remote Similarity	0.5926	NPC310128
Remote Similarity	0.5919	NPC122365
Remote Similarity	0.5919	NPC235333
Remote Similarity	0.5919	NPC1477
Remote Similarity	0.5919	NPC472462
Remote Similarity	0.5919	NPC213608
Remote Similarity	0.5919	NPC72370
Remote Similarity	0.5917	NPC98926
Remote Similarity	0.5915	NPC29638
Remote Similarity	0.5913	NPC169402
Remote Similarity	0.5911	NPC41382
Remote Similarity	0.5909	NPC306788
Remote Similarity	0.5906	NPC174760
Remote Similarity	0.5904	NPC146418
Remote Similarity	0.5901	NPC472407
Remote Similarity	0.5901	NPC58668
Remote Similarity	0.5901	NPC106372
Remote Similarity	0.59	NPC471825
Remote Similarity	0.5895	NPC36320
Remote Similarity	0.5893	NPC198490
Remote Similarity	0.5893	NPC99199
Remote Similarity	0.5893	NPC473193
Remote Similarity	0.5893	NPC297531
Remote Similarity	0.5893	NPC233776
Remote Similarity	0.5893	NPC148938
Remote Similarity	0.5893	NPC213936
Remote Similarity	0.589	NPC190572
Remote Similarity	0.5887	NPC202470
Remote Similarity	0.588	NPC103342
Remote Similarity	0.588	NPC230285
Remote Similarity	0.588	NPC146679
Remote Similarity	0.588	NPC269652
Remote Similarity	0.588	NPC103904
Remote Similarity	0.588	NPC184536
Remote Similarity	0.588	NPC59951
Remote Similarity	0.588	NPC281207
Remote Similarity	0.5875	NPC97746
Remote Similarity	0.5874	NPC5871
Remote Similarity	0.5874	NPC253872
Remote Similarity	0.587	NPC323137
Remote Similarity	0.587	NPC478075
Remote Similarity	0.5867	NPC472461
Remote Similarity	0.5867	NPC247677
Remote Similarity	0.5867	NPC160015
Remote Similarity	0.5866	NPC298436
Remote Similarity	0.5862	NPC107283
Remote Similarity	0.5861	NPC318068
Remote Similarity	0.586	NPC124269
Remote Similarity	0.586	NPC276905
Remote Similarity	0.5858	NPC72715
Remote Similarity	0.5853	NPC262094
Remote Similarity	0.5853	NPC90582
Remote Similarity	0.5852	NPC263092
Remote Similarity	0.5852	NPC59295
Remote Similarity	0.5852	NPC1755
Remote Similarity	0.5852	NPC1706
Remote Similarity	0.5852	NPC39305
Remote Similarity	0.5851	NPC108847
Remote Similarity	0.5848	NPC189130
Remote Similarity	0.5848	NPC183874
Remote Similarity	0.5844	NPC241820
Remote Similarity	0.5842	NPC329480
Remote Similarity	0.5841	NPC164110
Remote Similarity	0.5841	NPC204867
Remote Similarity	0.5841	NPC72452
Remote Similarity	0.5841	NPC61546
Remote Similarity	0.5841	NPC472883
Remote Similarity	0.5841	NPC65504
Remote Similarity	0.5841	NPC296957
Remote Similarity	0.5841	NPC268360
Remote Similarity	0.5841	NPC260902
Remote Similarity	0.5841	NPC96342
Remote Similarity	0.5841	NPC212967

Drug Structure

NPD2300 OpenBabel08211702172D 31 33 0 0 0 0 0 0 0 0999 V2000 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6369 0.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1369 -0.2679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1369 -0.2679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6369 0.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6369 -1.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6369 -1.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1369 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1369 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1890 -4.5032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1369 1.4641 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -7.1369 -2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.2109 -4.2953 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.8581 -3.7601 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.6369 -2.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4980 -5.4543 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 -1.1910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.5417 -5.0385 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8363 -3.9680 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4762 -5.6622 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 5 2 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 8 2 0 0 0 0 6 12 1 0 0 0 0 7 9 2 0 0 0 0 7 13 1 0 0 0 0 8 18 1 0 0 0 0 9 27 1 0 0 0 0 10 12 2 0 0 0 0 10 15 1 0 0 0 0 11 13 2 0 0 0 0 11 14 1 0 0 0 0 12 19 1 0 0 0 0 13 26 1 0 0 0 0 14 16 2 0 0 0 0 14 21 1 0 0 0 0 15 16 1 0 0 0 0 15 22 2 0 0 0 0 16 26 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 17 23 1 0 0 0 0 20 29 1 0 0 0 0 21 30 1 0 0 0 0 23 31 1 0 0 0 0 24 28 2 0 0 0 0 25 28 2 0 0 0 0 27 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012079
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	441.98
ALogP	0.7057
MLogP	2.12
XLogP	3.49
HDA	6
HBD	3
Rotatable Bonds	10
TPSA	138.07
RO5 Violation	0