NPASS drugs

Drug Information

Drug ID:	NPD1917
Drug Name:	FR-133605
Molecular Formula:	C16H14FN5
Canonical SMILES:	Fc1ccc(cc1)c1[nH]c2=NCCNn2c1c1ccncc1
Standard InCHI:	InChI=1S/C16H14FN5/c17-13-3-1-11(2-4-13)14-15(12-5-7-18-8-6-12)22-16(21-14)19-9-10-20-22/h1-8,20H,9-10H2,(H,19,21)
Standard InCHIKey:	LGURJWQMFBHSPR-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1917

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	1048
0.1-0.2	10994
0.2-0.3	12930
0.3-0.4	2787
0.4-0.5	1537
0.5-0.6	1177
0.6-0.7	353
0.7-0.8	64
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	0.7973	NPC101165
Intermediate Similarity	0.7658	NPC143872
Intermediate Similarity	0.7622	NPC122141
Intermediate Similarity	0.7619	NPC27740
Intermediate Similarity	0.7576	NPC470203
Intermediate Similarity	0.7568	NPC166424
Intermediate Similarity	0.7568	NPC245244
Intermediate Similarity	0.7568	NPC146373
Intermediate Similarity	0.7515	NPC470204
Intermediate Similarity	0.75	NPC471322
Intermediate Similarity	0.747	NPC225018
Intermediate Similarity	0.7434	NPC282398
Intermediate Similarity	0.7372	NPC125746
Intermediate Similarity	0.7362	NPC470233
Intermediate Similarity	0.7329	NPC91958
Intermediate Similarity	0.7267	NPC204141
Intermediate Similarity	0.7235	NPC49217
Intermediate Similarity	0.7212	NPC325903
Intermediate Similarity	0.7211	NPC143603
Intermediate Similarity	0.72	NPC46358
Intermediate Similarity	0.7197	NPC96102
Intermediate Similarity	0.719	NPC89490
Intermediate Similarity	0.7181	NPC265605
Intermediate Similarity	0.7181	NPC182570
Intermediate Similarity	0.7181	NPC48564
Intermediate Similarity	0.7178	NPC469811
Intermediate Similarity	0.7161	NPC82295
Intermediate Similarity	0.7152	NPC105127
Intermediate Similarity	0.7152	NPC476322
Intermediate Similarity	0.7152	NPC84911
Intermediate Similarity	0.7143	NPC240136
Intermediate Similarity	0.7143	NPC475090
Intermediate Similarity	0.7143	NPC475105
Intermediate Similarity	0.7143	NPC329896
Intermediate Similarity	0.7143	NPC471402
Intermediate Similarity	0.7143	NPC297486
Intermediate Similarity	0.7134	NPC321911
Intermediate Similarity	0.7133	NPC27802
Intermediate Similarity	0.7125	NPC469768
Intermediate Similarity	0.7125	NPC469784
Intermediate Similarity	0.7125	NPC469767
Intermediate Similarity	0.7125	NPC469779
Intermediate Similarity	0.7125	NPC469783
Intermediate Similarity	0.7125	NPC469761
Intermediate Similarity	0.7125	NPC469780
Intermediate Similarity	0.7117	NPC63545
Intermediate Similarity	0.7089	NPC29886
Intermediate Similarity	0.7089	NPC261195
Intermediate Similarity	0.7081	NPC469766
Intermediate Similarity	0.7076	NPC17751
Intermediate Similarity	0.7076	NPC280864
Intermediate Similarity	0.7073	NPC179787
Intermediate Similarity	0.7073	NPC201380
Intermediate Similarity	0.7063	NPC110126
Intermediate Similarity	0.7063	NPC73767
Intermediate Similarity	0.7044	NPC314102
Intermediate Similarity	0.7044	NPC251722
Intermediate Similarity	0.7032	NPC476131
Intermediate Similarity	0.7029	NPC471579
Intermediate Similarity	0.7029	NPC317054
Intermediate Similarity	0.7022	NPC307191
Intermediate Similarity	0.7019	NPC279081
Intermediate Similarity	0.7012	NPC288838
Intermediate Similarity	0.7007	NPC84268
Remote Similarity	0.6987	NPC69914
Remote Similarity	0.6974	NPC290094
Remote Similarity	0.6966	NPC16659
Remote Similarity	0.6964	NPC120070
Remote Similarity	0.6964	NPC476219
Remote Similarity	0.6944	NPC108011
Remote Similarity	0.6943	NPC256893
Remote Similarity	0.6943	NPC324611
Remote Similarity	0.6941	NPC206819
Remote Similarity	0.6941	NPC318065
Remote Similarity	0.6941	NPC56765
Remote Similarity	0.6933	NPC190296
Remote Similarity	0.6923	NPC76540
Remote Similarity	0.6919	NPC317105
Remote Similarity	0.6914	NPC230002
Remote Similarity	0.691	NPC265710
Remote Similarity	0.6886	NPC53947
Remote Similarity	0.6875	NPC325252
Remote Similarity	0.6871	NPC476454
Remote Similarity	0.6864	NPC476297
Remote Similarity	0.6854	NPC473380
Remote Similarity	0.6854	NPC240088
Remote Similarity	0.6852	NPC316811
Remote Similarity	0.6852	NPC315348
Remote Similarity	0.6852	NPC32002
Remote Similarity	0.6848	NPC314372
Remote Similarity	0.6848	NPC159856
Remote Similarity	0.6839	NPC169625
Remote Similarity	0.6839	NPC202957
Remote Similarity	0.6824	NPC476464
Remote Similarity	0.6813	NPC198988
Remote Similarity	0.6805	NPC232798
Remote Similarity	0.6803	NPC235843
Remote Similarity	0.6802	NPC215584
Remote Similarity	0.6802	NPC44773
Remote Similarity	0.6797	NPC329825
Remote Similarity	0.679	NPC169433
Remote Similarity	0.6786	NPC105818
Remote Similarity	0.6786	NPC40070
Remote Similarity	0.6786	NPC24678
Remote Similarity	0.6784	NPC193740
Remote Similarity	0.6784	NPC216643
Remote Similarity	0.6784	NPC286427
Remote Similarity	0.6784	NPC236711
Remote Similarity	0.6784	NPC469897
Remote Similarity	0.6772	NPC22079
Remote Similarity	0.6766	NPC471957
Remote Similarity	0.6763	NPC478185
Remote Similarity	0.6748	NPC88097
Remote Similarity	0.6747	NPC86288
Remote Similarity	0.6744	NPC41257
Remote Similarity	0.6742	NPC280297
Remote Similarity	0.6728	NPC150259
Remote Similarity	0.6727	NPC20144
Remote Similarity	0.6724	NPC478184
Remote Similarity	0.6724	NPC247987
Remote Similarity	0.6724	NPC90723
Remote Similarity	0.6706	NPC25008
Remote Similarity	0.6706	NPC469760
Remote Similarity	0.6706	NPC469765
Remote Similarity	0.6706	NPC469786
Remote Similarity	0.6706	NPC73952
Remote Similarity	0.6706	NPC469763
Remote Similarity	0.6706	NPC259644
Remote Similarity	0.6705	NPC63751
Remote Similarity	0.6705	NPC279918
Remote Similarity	0.669	NPC231655
Remote Similarity	0.6688	NPC471311
Remote Similarity	0.6688	NPC471313
Remote Similarity	0.6687	NPC330326
Remote Similarity	0.6667	NPC470111
Remote Similarity	0.6667	NPC282231
Remote Similarity	0.6667	NPC194411
Remote Similarity	0.6667	NPC70922
Remote Similarity	0.6667	NPC212376
Remote Similarity	0.6667	NPC80597
Remote Similarity	0.6667	NPC75540
Remote Similarity	0.6667	NPC211572
Remote Similarity	0.6667	NPC97343
Remote Similarity	0.6667	NPC469308
Remote Similarity	0.6648	NPC474561
Remote Similarity	0.6648	NPC49954
Remote Similarity	0.6647	NPC470823
Remote Similarity	0.6647	NPC293487
Remote Similarity	0.6647	NPC216713
Remote Similarity	0.6647	NPC135141
Remote Similarity	0.6647	NPC92796
Remote Similarity	0.6647	NPC300238
Remote Similarity	0.6647	NPC475990
Remote Similarity	0.6629	NPC201634
Remote Similarity	0.6629	NPC478182
Remote Similarity	0.6629	NPC162268
Remote Similarity	0.6628	NPC469785
Remote Similarity	0.6627	NPC282531
Remote Similarity	0.662	NPC83987
Remote Similarity	0.6611	NPC280852
Remote Similarity	0.6608	NPC141926
Remote Similarity	0.6608	NPC200214
Remote Similarity	0.6607	NPC316069
Remote Similarity	0.6606	NPC59084
Remote Similarity	0.6606	NPC115611
Remote Similarity	0.6606	NPC2949
Remote Similarity	0.66	NPC288232
Remote Similarity	0.6596	NPC473342
Remote Similarity	0.6596	NPC304187
Remote Similarity	0.6596	NPC477166
Remote Similarity	0.6596	NPC477167
Remote Similarity	0.6591	NPC274229
Remote Similarity	0.659	NPC167635
Remote Similarity	0.659	NPC469762
Remote Similarity	0.6576	NPC467063
Remote Similarity	0.6575	NPC59269
Remote Similarity	0.657	NPC477815
Remote Similarity	0.657	NPC34844
Remote Similarity	0.6568	NPC114209
Remote Similarity	0.6566	NPC63157
Remote Similarity	0.6566	NPC473868
Remote Similarity	0.6564	NPC218268
Remote Similarity	0.6556	NPC275305
Remote Similarity	0.6556	NPC37423
Remote Similarity	0.6554	NPC478183
Remote Similarity	0.6554	NPC54988
Remote Similarity	0.6548	NPC467188
Remote Similarity	0.6536	NPC162689
Remote Similarity	0.6536	NPC54102
Remote Similarity	0.6532	NPC51054
Remote Similarity	0.6524	NPC65408
Remote Similarity	0.6519	NPC474958
Remote Similarity	0.6513	NPC148140
Remote Similarity	0.6512	NPC138842
Remote Similarity	0.6494	NPC212742
Remote Similarity	0.6484	NPC68354
Remote Similarity	0.6477	NPC253687
Remote Similarity	0.6474	NPC41174
Remote Similarity	0.6471	NPC21605
Remote Similarity	0.6471	NPC105811

Drug Structure

NPD1917 OpenBabel08211701392D 24 27 0 0 0 0 0 0 0 0999 V2000 -3.0388 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0388 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0388 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0388 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2382 1.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5909 2.0032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5472 2.4190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9000 2.9543 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 -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 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5388 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.8781 3.1622 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 0.0000 N 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 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 -2.2601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 11 2 0 0 0 0 2 4 2 0 0 0 0 2 11 1 0 0 0 0 3 13 2 0 0 0 0 4 13 1 0 0 0 0 5 7 1 0 0 0 0 5 12 2 0 0 0 0 6 8 2 0 0 0 0 6 12 1 0 0 0 0 7 18 2 0 0 0 0 8 18 1 0 0 0 0 9 10 1 0 0 0 0 9 19 1 0 0 0 0 10 20 1 0 0 0 0 11 14 1 0 0 0 0 12 15 1 0 0 0 0 13 17 1 0 0 0 0 14 15 2 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 19 2 0 0 0 0 16 21 1 0 0 0 0 16 22 1 0 0 0 0 20 22 1 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015535
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	295.12
ALogP	-1.037
MLogP	2.56
XLogP	3.523
HDA	5
HBD	2
Rotatable Bonds	3
TPSA	52.55
RO5 Violation	0