NPASS drugs

Drug Information

Drug ID:	NPD1469
Drug Name:
Molecular Formula:	C14H8F4O4S
Canonical SMILES:	Fc1ccc2c(c1)Oc1c(S2(=O)=O)ccc(c1)OCC(F)(F)F
Standard InCHI:	InChI=1S/C14H8F4O4S/c15-8-1-3-12-10(5-8)22-11-6-9(21-7-14(16,17)18)2-4-13(11)23(12,19)20/h1-6H,7H2
Standard InCHIKey:	PDIMOTRDGUQMNY-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1469

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	414
0.1-0.2	3271
0.2-0.3	11127
0.3-0.4	3412
0.4-0.5	6677
0.5-0.6	5662
0.6-0.7	327
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	0.6917	NPC302546
Remote Similarity	0.6833	NPC47422
Remote Similarity	0.6788	NPC59561
Remote Similarity	0.6788	NPC172253
Remote Similarity	0.675	NPC46067
Remote Similarity	0.6692	NPC473653
Remote Similarity	0.6687	NPC186595
Remote Similarity	0.6639	NPC125306
Remote Similarity	0.6619	NPC8283
Remote Similarity	0.6619	NPC258979
Remote Similarity	0.6619	NPC93398
Remote Similarity	0.6594	NPC74821
Remote Similarity	0.6591	NPC245115
Remote Similarity	0.656	NPC16649
Remote Similarity	0.6549	NPC38761
Remote Similarity	0.6549	NPC76465
Remote Similarity	0.6547	NPC295259
Remote Similarity	0.6525	NPC54972
Remote Similarity	0.6525	NPC193364
Remote Similarity	0.6515	NPC35543
Remote Similarity	0.6503	NPC256015
Remote Similarity	0.6503	NPC470008
Remote Similarity	0.6503	NPC294156
Remote Similarity	0.6493	NPC106141
Remote Similarity	0.6479	NPC100099
Remote Similarity	0.6479	NPC36016
Remote Similarity	0.6458	NPC285040
Remote Similarity	0.6458	NPC207179
Remote Similarity	0.6458	NPC17809
Remote Similarity	0.6458	NPC103420
Remote Similarity	0.6458	NPC102540
Remote Similarity	0.6458	NPC188022
Remote Similarity	0.6458	NPC278552
Remote Similarity	0.6458	NPC167571
Remote Similarity	0.6444	NPC255068
Remote Similarity	0.6429	NPC214289
Remote Similarity	0.6418	NPC82016
Remote Similarity	0.6414	NPC50315
Remote Similarity	0.6414	NPC471215
Remote Similarity	0.6414	NPC26879
Remote Similarity	0.6414	NPC276212
Remote Similarity	0.6414	NPC230479
Remote Similarity	0.6414	NPC283049
Remote Similarity	0.6414	NPC262573
Remote Similarity	0.6408	NPC97432
Remote Similarity	0.6408	NPC190454
Remote Similarity	0.6403	NPC151617
Remote Similarity	0.6403	NPC76915
Remote Similarity	0.6389	NPC134195
Remote Similarity	0.6389	NPC197351
Remote Similarity	0.6389	NPC246648
Remote Similarity	0.6389	NPC106914
Remote Similarity	0.6389	NPC86502
Remote Similarity	0.637	NPC94045
Remote Similarity	0.637	NPC303521
Remote Similarity	0.637	NPC2682
Remote Similarity	0.6364	NPC261661
Remote Similarity	0.6364	NPC475269
Remote Similarity	0.6338	NPC472596
Remote Similarity	0.6338	NPC205850
Remote Similarity	0.6327	NPC87224
Remote Similarity	0.6327	NPC247146
Remote Similarity	0.6327	NPC274717
Remote Similarity	0.6327	NPC53986
Remote Similarity	0.6327	NPC39064
Remote Similarity	0.6327	NPC31707
Remote Similarity	0.6327	NPC222572
Remote Similarity	0.6327	NPC47283
Remote Similarity	0.6327	NPC38664
Remote Similarity	0.632	NPC318429
Remote Similarity	0.6319	NPC315807
Remote Similarity	0.6284	NPC218003
Remote Similarity	0.6284	NPC93962
Remote Similarity	0.6277	NPC280606
Remote Similarity	0.6276	NPC25817
Remote Similarity	0.6259	NPC149796
Remote Similarity	0.625	NPC228875
Remote Similarity	0.625	NPC105147
Remote Similarity	0.625	NPC126216
Remote Similarity	0.6241	NPC307875
Remote Similarity	0.6224	NPC163200
Remote Similarity	0.6224	NPC276195
Remote Similarity	0.6214	NPC128633
Remote Similarity	0.6214	NPC123948
Remote Similarity	0.6214	NPC203113
Remote Similarity	0.6207	NPC217854
Remote Similarity	0.6204	NPC90520
Remote Similarity	0.6204	NPC296920
Remote Similarity	0.62	NPC207892
Remote Similarity	0.62	NPC244888
Remote Similarity	0.62	NPC17343
Remote Similarity	0.62	NPC469698
Remote Similarity	0.62	NPC129106
Remote Similarity	0.62	NPC300875
Remote Similarity	0.62	NPC129784
Remote Similarity	0.62	NPC211413
Remote Similarity	0.62	NPC473412
Remote Similarity	0.62	NPC206224
Remote Similarity	0.62	NPC164574
Remote Similarity	0.62	NPC196765
Remote Similarity	0.62	NPC121376
Remote Similarity	0.62	NPC150011
Remote Similarity	0.62	NPC103799
Remote Similarity	0.62	NPC236014
Remote Similarity	0.62	NPC293203
Remote Similarity	0.62	NPC164804
Remote Similarity	0.62	NPC118683
Remote Similarity	0.62	NPC476166
Remote Similarity	0.62	NPC280653
Remote Similarity	0.62	NPC228369
Remote Similarity	0.62	NPC268917
Remote Similarity	0.62	NPC162801
Remote Similarity	0.62	NPC68205
Remote Similarity	0.62	NPC12875
Remote Similarity	0.62	NPC118114
Remote Similarity	0.6197	NPC281356
Remote Similarity	0.6197	NPC298796
Remote Similarity	0.6194	NPC326801
Remote Similarity	0.6194	NPC232654
Remote Similarity	0.619	NPC244364
Remote Similarity	0.619	NPC298845
Remote Similarity	0.6187	NPC276737
Remote Similarity	0.6187	NPC228287
Remote Similarity	0.6187	NPC22610
Remote Similarity	0.6187	NPC142319
Remote Similarity	0.6187	NPC180508
Remote Similarity	0.6181	NPC235166
Remote Similarity	0.6174	NPC134360
Remote Similarity	0.617	NPC219070
Remote Similarity	0.617	NPC15860
Remote Similarity	0.617	NPC127894
Remote Similarity	0.617	NPC470759
Remote Similarity	0.6164	NPC221090
Remote Similarity	0.6164	NPC270030
Remote Similarity	0.6164	NPC159132
Remote Similarity	0.6159	NPC26080
Remote Similarity	0.6159	NPC261619
Remote Similarity	0.6159	NPC219876
Remote Similarity	0.6159	NPC303422
Remote Similarity	0.6159	NPC185604
Remote Similarity	0.6159	NPC126029
Remote Similarity	0.6159	NPC165686
Remote Similarity	0.6159	NPC15658
Remote Similarity	0.6159	NPC78770
Remote Similarity	0.6159	NPC85799
Remote Similarity	0.6159	NPC13005
Remote Similarity	0.6159	NPC61477
Remote Similarity	0.6154	NPC471504
Remote Similarity	0.6154	NPC473290
Remote Similarity	0.6149	NPC474119
Remote Similarity	0.6149	NPC37074
Remote Similarity	0.6143	NPC185541
Remote Similarity	0.6143	NPC53906
Remote Similarity	0.6143	NPC167934
Remote Similarity	0.6143	NPC464
Remote Similarity	0.6138	NPC152722
Remote Similarity	0.6133	NPC228184
Remote Similarity	0.6133	NPC470225
Remote Similarity	0.6133	NPC27187
Remote Similarity	0.6133	NPC91291
Remote Similarity	0.6127	NPC265547
Remote Similarity	0.6127	NPC152306
Remote Similarity	0.6127	NPC228907
Remote Similarity	0.6127	NPC96705
Remote Similarity	0.6122	NPC168259
Remote Similarity	0.6119	NPC8302
Remote Similarity	0.6118	NPC11060
Remote Similarity	0.6118	NPC294166
Remote Similarity	0.6118	NPC115022
Remote Similarity	0.6118	NPC77196
Remote Similarity	0.6118	NPC92805
Remote Similarity	0.6118	NPC85435
Remote Similarity	0.6118	NPC215037
Remote Similarity	0.6118	NPC263064
Remote Similarity	0.6111	NPC319378
Remote Similarity	0.6111	NPC235190
Remote Similarity	0.6111	NPC199023
Remote Similarity	0.6111	NPC180006
Remote Similarity	0.6107	NPC226331
Remote Similarity	0.6107	NPC210674
Remote Similarity	0.6107	NPC46274
Remote Similarity	0.6103	NPC291837
Remote Similarity	0.6099	NPC150624
Remote Similarity	0.6099	NPC229147
Remote Similarity	0.6099	NPC141090
Remote Similarity	0.6099	NPC85292
Remote Similarity	0.6099	NPC54507
Remote Similarity	0.6099	NPC114064
Remote Similarity	0.6098	NPC150670
Remote Similarity	0.6098	NPC23837
Remote Similarity	0.6096	NPC192810
Remote Similarity	0.6093	NPC271945
Remote Similarity	0.6093	NPC268266
Remote Similarity	0.6093	NPC42760
Remote Similarity	0.6093	NPC472590
Remote Similarity	0.6093	NPC268342
Remote Similarity	0.6093	NPC181497
Remote Similarity	0.6093	NPC220825
Remote Similarity	0.6084	NPC226629
Remote Similarity	0.6084	NPC254625

Drug Structure

NPD1469 OpenBabel08211700192D 23 25 0 0 0 0 0 0 0 0999 V2000 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 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 2.5981 -1.5000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -4.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 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 3 2 0 0 0 0 1 8 1 0 0 0 0 2 4 2 0 0 0 0 2 9 1 0 0 0 0 3 12 1 0 0 0 0 4 13 1 0 0 0 0 5 8 2 0 0 0 0 5 10 1 0 0 0 0 6 9 2 0 0 0 0 6 11 1 0 0 0 0 7 14 1 0 0 0 0 7 21 1 0 0 0 0 8 15 1 0 0 0 0 9 21 1 0 0 0 0 10 12 2 0 0 0 0 10 22 1 0 0 0 0 11 13 2 0 0 0 0 11 22 1 0 0 0 0 12 23 1 0 0 0 0 13 23 1 0 0 0 0 14 16 1 0 0 0 0 14 17 1 0 0 0 0 14 18 1 0 0 0 0 19 23 2 0 0 0 0 20 23 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003052
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	18687754
ChEBI
CAS Number

Drug Properties

Molecular Weight	348.01
ALogP	0.856
MLogP	2.01
XLogP	3.826
HDA	2
HBD	0
Rotatable Bonds	7
TPSA	60.98
RO5 Violation	0