NPASS drugs

Drug Information

Drug ID:	NPD1557
Drug Name:	KC-399
Molecular Formula:	C15H13F2N3O3S
Canonical SMILES:	N#CCCN=C(C1=CC(CF)(CF)Oc2c1cc(cc2)N(=O)=O)S
Standard InCHI:	InChI=1S/C15H13F2N3O3S/c16-8-15(9-17)7-12(14(24)19-5-1-4-18)11-6-10(20(21)22)2-3-13(11)23-15/h2-3,6-7H,1,5,8-9H2,(H,19,24)
Standard InCHIKey:	LKUDLWNQCZSCQW-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1557

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	343
0.1-0.2	2993
0.2-0.3	9924
0.3-0.4	3173
0.4-0.5	12086
0.5-0.6	2285
0.6-0.7	86
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	0.6845	NPC40209
Remote Similarity	0.6805	NPC219383
Remote Similarity	0.6757	NPC264782
Remote Similarity	0.6667	NPC306366
Remote Similarity	0.6648	NPC204179
Remote Similarity	0.6571	NPC231862
Remote Similarity	0.6534	NPC57105
Remote Similarity	0.6522	NPC288305
Remote Similarity	0.6452	NPC471308
Remote Similarity	0.6452	NPC53596
Remote Similarity	0.6452	NPC17388
Remote Similarity	0.6452	NPC160120
Remote Similarity	0.6452	NPC289330
Remote Similarity	0.6447	NPC222982
Remote Similarity	0.6441	NPC177404
Remote Similarity	0.6433	NPC471315
Remote Similarity	0.6433	NPC471314
Remote Similarity	0.6425	NPC314861
Remote Similarity	0.6424	NPC166667
Remote Similarity	0.6424	NPC322735
Remote Similarity	0.642	NPC313466
Remote Similarity	0.6407	NPC314113
Remote Similarity	0.6392	NPC315632
Remote Similarity	0.638	NPC208022
Remote Similarity	0.6351	NPC44836
Remote Similarity	0.6346	NPC263835
Remote Similarity	0.6341	NPC297584
Remote Similarity	0.6319	NPC310894
Remote Similarity	0.6307	NPC315257
Remote Similarity	0.6307	NPC10875
Remote Similarity	0.6307	NPC10730
Remote Similarity	0.629	NPC222592
Remote Similarity	0.629	NPC168486
Remote Similarity	0.6282	NPC43275
Remote Similarity	0.6275	NPC329190
Remote Similarity	0.6242	NPC186469
Remote Similarity	0.6237	NPC316161
Remote Similarity	0.6225	NPC329358
Remote Similarity	0.6212	NPC111492
Remote Similarity	0.6205	NPC470023
Remote Similarity	0.6194	NPC258992
Remote Similarity	0.6188	NPC70172
Remote Similarity	0.6183	NPC315631
Remote Similarity	0.6178	NPC256369
Remote Similarity	0.6173	NPC470021
Remote Similarity	0.6167	NPC230942
Remote Similarity	0.6167	NPC315498
Remote Similarity	0.6159	NPC473987
Remote Similarity	0.6158	NPC471561
Remote Similarity	0.6145	NPC105541
Remote Similarity	0.6138	NPC469831
Remote Similarity	0.6133	NPC76327
Remote Similarity	0.6122	NPC108847
Remote Similarity	0.6118	NPC189724
Remote Similarity	0.6118	NPC83289
Remote Similarity	0.6118	NPC212850
Remote Similarity	0.6111	NPC235628
Remote Similarity	0.6107	NPC475269
Remote Similarity	0.6104	NPC26524
Remote Similarity	0.6102	NPC26872
Remote Similarity	0.6098	NPC283079
Remote Similarity	0.6094	NPC66083
Remote Similarity	0.6093	NPC309982
Remote Similarity	0.6084	NPC471953
Remote Similarity	0.6082	NPC475411
Remote Similarity	0.6077	NPC72291
Remote Similarity	0.6073	NPC313886
Remote Similarity	0.6071	NPC159589
Remote Similarity	0.6066	NPC127362
Remote Similarity	0.6053	NPC176127
Remote Similarity	0.6051	NPC323948
Remote Similarity	0.6049	NPC325013
Remote Similarity	0.6043	NPC168153
Remote Similarity	0.6043	NPC288943
Remote Similarity	0.6034	NPC473769
Remote Similarity	0.6032	NPC265383
Remote Similarity	0.6026	NPC303370
Remote Similarity	0.6023	NPC298821
Remote Similarity	0.6022	NPC93653
Remote Similarity	0.6019	NPC471532
Remote Similarity	0.6012	NPC29477
Remote Similarity	0.6012	NPC323798
Remote Similarity	0.6011	NPC474902
Remote Similarity	0.601	NPC232872
Remote Similarity	0.6	NPC260118
Remote Similarity	0.6	NPC26850
Remote Similarity	0.5989	NPC475983
Remote Similarity	0.5988	NPC476462
Remote Similarity	0.5988	NPC93882
Remote Similarity	0.5988	NPC130595
Remote Similarity	0.5988	NPC328267
Remote Similarity	0.5988	NPC211218
Remote Similarity	0.5987	NPC97811
Remote Similarity	0.5987	NPC146530
Remote Similarity	0.5977	NPC247298
Remote Similarity	0.5975	NPC321869
Remote Similarity	0.5974	NPC166837
Remote Similarity	0.5969	NPC311936
Remote Similarity	0.5969	NPC192939
Remote Similarity	0.5969	NPC215747
Remote Similarity	0.5968	NPC85482
Remote Similarity	0.5955	NPC184161
Remote Similarity	0.5952	NPC285078
Remote Similarity	0.5952	NPC6854
Remote Similarity	0.5952	NPC313737
Remote Similarity	0.5951	NPC95733
Remote Similarity	0.5951	NPC62101
Remote Similarity	0.5938	NPC119579
Remote Similarity	0.5938	NPC469829
Remote Similarity	0.5938	NPC41801
Remote Similarity	0.592	NPC260601
Remote Similarity	0.5918	NPC95755
Remote Similarity	0.5917	NPC317872
Remote Similarity	0.5917	NPC218530
Remote Similarity	0.5914	NPC477888
Remote Similarity	0.5909	NPC245974
Remote Similarity	0.5909	NPC226914
Remote Similarity	0.5907	NPC28425
Remote Similarity	0.5906	NPC471316
Remote Similarity	0.5905	NPC471531
Remote Similarity	0.5904	NPC471321
Remote Similarity	0.5904	NPC471306
Remote Similarity	0.5896	NPC123761
Remote Similarity	0.5895	NPC472168
Remote Similarity	0.5894	NPC42383
Remote Similarity	0.5893	NPC274732
Remote Similarity	0.5893	NPC470392
Remote Similarity	0.5892	NPC238430
Remote Similarity	0.5886	NPC147957
Remote Similarity	0.5885	NPC471785
Remote Similarity	0.5882	NPC153690
Remote Similarity	0.5879	NPC301713
Remote Similarity	0.5873	NPC8467
Remote Similarity	0.5873	NPC473432
Remote Similarity	0.5872	NPC36434
Remote Similarity	0.5871	NPC21890
Remote Similarity	0.587	NPC118511
Remote Similarity	0.5868	NPC231382
Remote Similarity	0.5864	NPC211992
Remote Similarity	0.586	NPC118202
Remote Similarity	0.5852	NPC97282
Remote Similarity	0.5851	NPC225381
Remote Similarity	0.5848	NPC126637
Remote Similarity	0.5846	NPC180253
Remote Similarity	0.5846	NPC69213
Remote Similarity	0.5846	NPC219170
Remote Similarity	0.5846	NPC469830
Remote Similarity	0.5845	NPC201697
Remote Similarity	0.5842	NPC283152
Remote Similarity	0.5842	NPC285941
Remote Similarity	0.5839	NPC321133
Remote Similarity	0.5833	NPC308885
Remote Similarity	0.5833	NPC476570
Remote Similarity	0.5833	NPC162484
Remote Similarity	0.5833	NPC255550
Remote Similarity	0.5825	NPC276060
Remote Similarity	0.5818	NPC250476
Remote Similarity	0.5817	NPC476651
Remote Similarity	0.5813	NPC214368
Remote Similarity	0.5813	NPC5932
Remote Similarity	0.581	NPC258222
Remote Similarity	0.581	NPC109968
Remote Similarity	0.5806	NPC106141
Remote Similarity	0.5806	NPC19555
Remote Similarity	0.5805	NPC474128
Remote Similarity	0.5805	NPC470090
Remote Similarity	0.5803	NPC98197
Remote Similarity	0.5802	NPC83279
Remote Similarity	0.5802	NPC318357
Remote Similarity	0.58	NPC13880
Remote Similarity	0.5798	NPC83241
Remote Similarity	0.5795	NPC61350
Remote Similarity	0.5793	NPC217277
Remote Similarity	0.5789	NPC139891
Remote Similarity	0.5787	NPC296742
Remote Similarity	0.5787	NPC112676
Remote Similarity	0.5787	NPC471593
Remote Similarity	0.5786	NPC82963
Remote Similarity	0.5784	NPC139506
Remote Similarity	0.5784	NPC292143
Remote Similarity	0.5779	NPC203972
Remote Similarity	0.5774	NPC314473
Remote Similarity	0.5773	NPC84478
Remote Similarity	0.5771	NPC267928
Remote Similarity	0.5769	NPC112766
Remote Similarity	0.5765	NPC169766
Remote Similarity	0.5763	NPC313414
Remote Similarity	0.5763	NPC9373
Remote Similarity	0.5762	NPC48353
Remote Similarity	0.5759	NPC9475
Remote Similarity	0.5759	NPC205652
Remote Similarity	0.5758	NPC28510
Remote Similarity	0.5755	NPC470002
Remote Similarity	0.5755	NPC470001
Remote Similarity	0.5753	NPC24954
Remote Similarity	0.5752	NPC326801
Remote Similarity	0.5751	NPC470474
Remote Similarity	0.575	NPC38458
Remote Similarity	0.575	NPC311737
Remote Similarity	0.5749	NPC172403

Drug Structure

NPD1557 OpenBabel08211701082D 25 26 0 0 0 0 0 0 0 0999 V2000 0.0000 5.0000 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 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 -0.3660 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 0.0000 2.0000 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 0.0000 3.0000 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 -2.3660 -0.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.2321 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 5 1 0 0 0 0 2 3 2 0 0 0 0 2 10 1 0 0 0 0 3 13 1 0 0 0 0 4 18 3 0 0 0 0 5 19 1 0 0 0 0 6 10 2 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 7 15 1 0 0 0 0 8 15 1 0 0 0 0 8 16 1 0 0 0 0 9 15 1 0 0 0 0 9 17 1 0 0 0 0 10 20 1 0 0 0 0 11 12 1 0 0 0 0 11 13 2 0 0 0 0 12 14 1 0 0 0 0 13 23 1 0 0 0 0 14 19 2 3 0 0 0 14 24 1 0 0 0 0 15 23 1 0 0 0 0 20 21 2 0 0 0 0 20 22 2 0 0 0 0 24 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006432
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	353.06
ALogP	1.8785
MLogP	2.12
XLogP	3.043
HDA	2
HBD	0
Rotatable Bonds	10
TPSA	127.32
RO5 Violation	0