NPASS drugs

Drug Information

Drug ID:	NPD1850
Drug Name:	Flindokalner
Molecular Formula:	C16H10ClF4NO2
Canonical SMILES:	COc1ccc(cc1[C@]1(F)C(=Nc2c1ccc(c2)C(F)(F)F)O)Cl
Standard InCHI:	InChI=1S/C16H10ClF4NO2/c1-24-13-5-3-9(17)7-11(13)15(18)10-4-2-8(16(19,20)21)6-12(10)22-14(15)23/h2-7H,1H3,(H,22,23)/t15-/m0/s1
Standard InCHIKey:	ULYONBAOIMCNEH-HNNXBMFYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1850

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	274
0.1-0.2	1585
0.2-0.3	9095
0.3-0.4	3636
0.4-0.5	11507
0.5-0.6	4588
0.6-0.7	186
0.7-0.8	19
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
Intermediate Similarity	0.7485	NPC219383
Intermediate Similarity	0.7472	NPC265383
Intermediate Similarity	0.743	NPC260118
Intermediate Similarity	0.7389	NPC215747
Intermediate Similarity	0.7389	NPC192939
Intermediate Similarity	0.7389	NPC311936
Intermediate Similarity	0.7348	NPC119579
Intermediate Similarity	0.7308	NPC28425
Intermediate Similarity	0.7228	NPC180253
Intermediate Similarity	0.7228	NPC219170
Intermediate Similarity	0.7213	NPC276060
Intermediate Similarity	0.7151	NPC296742
Intermediate Similarity	0.7151	NPC10730
Intermediate Similarity	0.7151	NPC10875
Intermediate Similarity	0.7135	NPC69213
Intermediate Similarity	0.7097	NPC22928
Intermediate Similarity	0.7097	NPC224293
Intermediate Similarity	0.7059	NPC112676
Intermediate Similarity	0.7012	NPC166667
Remote Similarity	0.6932	NPC235628
Remote Similarity	0.6923	NPC168153
Remote Similarity	0.6911	NPC29472
Remote Similarity	0.6895	NPC294244
Remote Similarity	0.6879	NPC184161
Remote Similarity	0.6872	NPC238430
Remote Similarity	0.6862	NPC232872
Remote Similarity	0.6845	NPC474498
Remote Similarity	0.6835	NPC471314
Remote Similarity	0.6835	NPC471315
Remote Similarity	0.675	NPC325013
Remote Similarity	0.6686	NPC314113
Remote Similarity	0.6685	NPC19555
Remote Similarity	0.6633	NPC159101
Remote Similarity	0.663	NPC204179
Remote Similarity	0.6623	NPC264782
Remote Similarity	0.6612	NPC477888
Remote Similarity	0.6606	NPC313466
Remote Similarity	0.6592	NPC291359
Remote Similarity	0.6562	NPC295287
Remote Similarity	0.6556	NPC306366
Remote Similarity	0.655	NPC470090
Remote Similarity	0.6545	NPC276674
Remote Similarity	0.6545	NPC33902
Remote Similarity	0.6541	NPC160120
Remote Similarity	0.6541	NPC289330
Remote Similarity	0.6541	NPC53596
Remote Similarity	0.6541	NPC17388
Remote Similarity	0.6541	NPC471308
Remote Similarity	0.6528	NPC471593
Remote Similarity	0.6524	NPC285941
Remote Similarity	0.6497	NPC147957
Remote Similarity	0.6486	NPC310894
Remote Similarity	0.6478	NPC43275
Remote Similarity	0.6474	NPC470550
Remote Similarity	0.6467	NPC208280
Remote Similarity	0.6436	NPC9475
Remote Similarity	0.6424	NPC259098
Remote Similarity	0.6424	NPC197680
Remote Similarity	0.641	NPC28510
Remote Similarity	0.6406	NPC249405
Remote Similarity	0.6392	NPC320088
Remote Similarity	0.6389	NPC315257
Remote Similarity	0.6369	NPC52475
Remote Similarity	0.6359	NPC474904
Remote Similarity	0.6359	NPC70172
Remote Similarity	0.6359	NPC174629
Remote Similarity	0.6354	NPC26850
Remote Similarity	0.6344	NPC257354
Remote Similarity	0.6343	NPC473874
Remote Similarity	0.6335	NPC190461
Remote Similarity	0.6333	NPC18614
Remote Similarity	0.6329	NPC222982
Remote Similarity	0.6302	NPC471785
Remote Similarity	0.6294	NPC204970
Remote Similarity	0.6281	NPC162653
Remote Similarity	0.6279	NPC471316
Remote Similarity	0.6278	NPC26872
Remote Similarity	0.6277	NPC225381
Remote Similarity	0.6276	NPC474059
Remote Similarity	0.627	NPC24954
Remote Similarity	0.6269	NPC179704
Remote Similarity	0.6268	NPC478074
Remote Similarity	0.6266	NPC205652
Remote Similarity	0.6263	NPC203972
Remote Similarity	0.6263	NPC283152
Remote Similarity	0.6263	NPC228040
Remote Similarity	0.6257	NPC40209
Remote Similarity	0.6257	NPC68328
Remote Similarity	0.625	NPC72291
Remote Similarity	0.625	NPC315498
Remote Similarity	0.625	NPC230942
Remote Similarity	0.625	NPC323948
Remote Similarity	0.625	NPC70956
Remote Similarity	0.625	NPC243834
Remote Similarity	0.625	NPC246991
Remote Similarity	0.6243	NPC275027
Remote Similarity	0.6235	NPC41801
Remote Similarity	0.623	NPC316161
Remote Similarity	0.622	NPC151237
Remote Similarity	0.6214	NPC193777
Remote Similarity	0.6212	NPC114335
Remote Similarity	0.6212	NPC141915
Remote Similarity	0.6212	NPC280964
Remote Similarity	0.6205	NPC29477
Remote Similarity	0.6199	NPC218530
Remote Similarity	0.6198	NPC287588
Remote Similarity	0.6196	NPC231862
Remote Similarity	0.6193	NPC312531
Remote Similarity	0.6193	NPC477890
Remote Similarity	0.6184	NPC178681
Remote Similarity	0.6181	NPC78284
Remote Similarity	0.6176	NPC130595
Remote Similarity	0.6176	NPC93882
Remote Similarity	0.6173	NPC66083
Remote Similarity	0.6168	NPC8058
Remote Similarity	0.6165	NPC304183
Remote Similarity	0.6159	NPC14287
Remote Similarity	0.6154	NPC313886
Remote Similarity	0.6146	NPC472331
Remote Similarity	0.6146	NPC274002
Remote Similarity	0.6146	NPC126515
Remote Similarity	0.6145	NPC95733
Remote Similarity	0.6145	NPC62101
Remote Similarity	0.614	NPC6854
Remote Similarity	0.614	NPC313737
Remote Similarity	0.614	NPC139335
Remote Similarity	0.614	NPC66643
Remote Similarity	0.614	NPC285078
Remote Similarity	0.6138	NPC85482
Remote Similarity	0.6135	NPC263835
Remote Similarity	0.6135	NPC321133
Remote Similarity	0.6126	NPC473432
Remote Similarity	0.6126	NPC231371
Remote Similarity	0.6126	NPC288943
Remote Similarity	0.6125	NPC303370
Remote Similarity	0.6108	NPC206736
Remote Similarity	0.6108	NPC195766
Remote Similarity	0.6103	NPC62069
Remote Similarity	0.61	NPC302001
Remote Similarity	0.6087	NPC258992
Remote Similarity	0.6085	NPC269383
Remote Similarity	0.6085	NPC151030
Remote Similarity	0.6084	NPC317758
Remote Similarity	0.6084	NPC211218
Remote Similarity	0.6075	NPC57105
Remote Similarity	0.6075	NPC177404
Remote Similarity	0.6075	NPC329837
Remote Similarity	0.6073	NPC312872
Remote Similarity	0.6071	NPC42591
Remote Similarity	0.6071	NPC301713
Remote Similarity	0.607	NPC131017
Remote Similarity	0.6069	NPC237227
Remote Similarity	0.6064	NPC1229
Remote Similarity	0.6064	NPC314861
Remote Similarity	0.6061	NPC217294
Remote Similarity	0.6061	NPC128751
Remote Similarity	0.6059	NPC17677
Remote Similarity	0.6056	NPC476151
Remote Similarity	0.6054	NPC29647
Remote Similarity	0.6051	NPC176127
Remote Similarity	0.6051	NPC98197
Remote Similarity	0.6047	NPC184437
Remote Similarity	0.6043	NPC166014
Remote Similarity	0.6043	NPC27410
Remote Similarity	0.6039	NPC14339
Remote Similarity	0.6037	NPC317564
Remote Similarity	0.6034	NPC126637
Remote Similarity	0.6034	NPC185838
Remote Similarity	0.6033	NPC477889
Remote Similarity	0.6031	NPC134413
Remote Similarity	0.6031	NPC263507
Remote Similarity	0.6031	NPC45112
Remote Similarity	0.6031	NPC271958
Remote Similarity	0.6031	NPC70092
Remote Similarity	0.603	NPC106833
Remote Similarity	0.603	NPC469497
Remote Similarity	0.6029	NPC100573
Remote Similarity	0.6029	NPC128823
Remote Similarity	0.6029	NPC90185
Remote Similarity	0.6029	NPC207873
Remote Similarity	0.6026	NPC76327
Remote Similarity	0.6023	NPC83289
Remote Similarity	0.6023	NPC212850
Remote Similarity	0.6023	NPC114102
Remote Similarity	0.6023	NPC308885
Remote Similarity	0.6023	NPC255550
Remote Similarity	0.6023	NPC189724
Remote Similarity	0.6022	NPC93653
Remote Similarity	0.602	NPC79293
Remote Similarity	0.602	NPC279401
Remote Similarity	0.6019	NPC475085
Remote Similarity	0.6019	NPC52801
Remote Similarity	0.6019	NPC475112
Remote Similarity	0.6019	NPC291535
Remote Similarity	0.6019	NPC474077
Remote Similarity	0.6013	NPC226914
Remote Similarity	0.6013	NPC9336
Remote Similarity	0.6011	NPC326316
Remote Similarity	0.6011	NPC81733
Remote Similarity	0.601	NPC476106

Drug Structure

NPD1850 OpenBabel08211701392D 25 27 0 0 1 0 0 0 0 0999 V2000 4.1369 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4158 2.9563 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 1.1590 2.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5352 2.6473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2784 3.3164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 3.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.5874 4.2675 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.6092 4.0596 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.2294 3.0074 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2601 -1.2601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2382 -1.4680 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 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 13 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 11 1 0 0 0 0 8 16 1 0 0 0 0 9 17 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 15 1 0 0 0 0 12 22 1 0 0 0 0 13 24 1 0 0 0 0 14 15 1 0 0 0 0 14 22 2 0 0 0 0 14 23 1 0 0 0 0 15 18 1 1 0 0 0 16 19 1 0 0 0 0 16 20 1 0 0 0 0 16 21 1 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000330
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	214350
ChEBI
CAS Number

Drug Properties

Molecular Weight	359.03
ALogP	1.9038
MLogP	2.34
XLogP	4.897
HDA	2
HBD	1
Rotatable Bonds	10
TPSA	41.82
RO5 Violation	0