NPASS drugs

Drug Information

Drug ID:	NPD1853
Drug Name:
Molecular Formula:	C16H10FN3
Canonical SMILES:	Fc1ccc(cn1)c1ccc2c(c1)[nH]c1c2cncc1
Standard InCHI:	InChI=1S/C16H10FN3/c17-16-4-2-11(8-19-16)10-1-3-12-13-9-18-6-5-14(13)20-15(12)7-10/h1-9,20H
Standard InCHIKey:	GETAAWDSFUCLBS-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1853

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	922
0.1-0.2	10329
0.2-0.3	13296
0.3-0.4	3078
0.4-0.5	1169
0.5-0.6	1053
0.6-0.7	721
0.7-0.8	258
0.8-0.85	51
0.85-0.9	12
0.9-0.95	1
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
High Similarity	0.9013	NPC470233
High Similarity	0.891	NPC215584
High Similarity	0.891	NPC44773
High Similarity	0.8797	NPC317105
High Similarity	0.871	NPC325903
High Similarity	0.8627	NPC63545
High Similarity	0.8627	NPC288838
High Similarity	0.8591	NPC105127
High Similarity	0.8571	NPC201380
High Similarity	0.8571	NPC469811
High Similarity	0.8571	NPC179787
High Similarity	0.8523	NPC96102
High Similarity	0.8516	NPC321911
Intermediate Similarity	0.8491	NPC56765
Intermediate Similarity	0.8477	NPC110126
Intermediate Similarity	0.8467	NPC84911
Intermediate Similarity	0.8462	NPC53947
Intermediate Similarity	0.8428	NPC216643
Intermediate Similarity	0.8421	NPC469779
Intermediate Similarity	0.8421	NPC469767
Intermediate Similarity	0.8421	NPC469780
Intermediate Similarity	0.8421	NPC469784
Intermediate Similarity	0.8421	NPC469761
Intermediate Similarity	0.8421	NPC469783
Intermediate Similarity	0.8421	NPC469768
Intermediate Similarity	0.84	NPC261195
Intermediate Similarity	0.84	NPC29886
Intermediate Similarity	0.8366	NPC469766
Intermediate Similarity	0.8355	NPC73767
Intermediate Similarity	0.8333	NPC90723
Intermediate Similarity	0.8313	NPC471579
Intermediate Similarity	0.8313	NPC286427
Intermediate Similarity	0.8301	NPC279081
Intermediate Similarity	0.8263	NPC280852
Intermediate Similarity	0.8261	NPC206819
Intermediate Similarity	0.8261	NPC318065
Intermediate Similarity	0.8261	NPC41257
Intermediate Similarity	0.8255	NPC82295
Intermediate Similarity	0.8235	NPC88097
Intermediate Similarity	0.8228	NPC40070
Intermediate Similarity	0.821	NPC122141
Intermediate Similarity	0.8205	NPC86288
Intermediate Similarity	0.8199	NPC236711
Intermediate Similarity	0.8194	NPC190296
Intermediate Similarity	0.8182	NPC230002
Intermediate Similarity	0.8182	NPC284635
Intermediate Similarity	0.816	NPC470203
Intermediate Similarity	0.8153	NPC143872
Intermediate Similarity	0.8148	NPC135141
Intermediate Similarity	0.8148	NPC92796
Intermediate Similarity	0.8117	NPC312092
Intermediate Similarity	0.8101	NPC21605
Intermediate Similarity	0.8098	NPC470204
Intermediate Similarity	0.8092	NPC198988
Intermediate Similarity	0.8089	NPC159856
Intermediate Similarity	0.8089	NPC314372
Intermediate Similarity	0.8065	NPC115611
Intermediate Similarity	0.8065	NPC59084
Intermediate Similarity	0.8039	NPC325252
Intermediate Similarity	0.8013	NPC63157
Intermediate Similarity	0.8013	NPC473868
Intermediate Similarity	0.8	NPC24678
Intermediate Similarity	0.8	NPC33421
Intermediate Similarity	0.8	NPC105818
Intermediate Similarity	0.7988	NPC297034
Intermediate Similarity	0.7987	NPC251722
Intermediate Similarity	0.7987	NPC471957
Intermediate Similarity	0.7987	NPC314102
Intermediate Similarity	0.7961	NPC473930
Intermediate Similarity	0.7952	NPC274229
Intermediate Similarity	0.7949	NPC2949
Intermediate Similarity	0.7947	NPC22079
Intermediate Similarity	0.7935	NPC169433
Intermediate Similarity	0.7919	NPC250361
Intermediate Similarity	0.7901	NPC469760
Intermediate Similarity	0.7901	NPC138842
Intermediate Similarity	0.7901	NPC73952
Intermediate Similarity	0.7901	NPC469763
Intermediate Similarity	0.7901	NPC469786
Intermediate Similarity	0.7901	NPC259644
Intermediate Similarity	0.7901	NPC469765
Intermediate Similarity	0.7901	NPC25008
Intermediate Similarity	0.7879	NPC229173
Intermediate Similarity	0.787	NPC201634
Intermediate Similarity	0.787	NPC82331
Intermediate Similarity	0.7853	NPC75540
Intermediate Similarity	0.7853	NPC212376
Intermediate Similarity	0.7853	NPC231536
Intermediate Similarity	0.7853	NPC80597
Intermediate Similarity	0.7853	NPC476219
Intermediate Similarity	0.7853	NPC70922
Intermediate Similarity	0.7853	NPC211572
Intermediate Similarity	0.784	NPC216713
Intermediate Similarity	0.784	NPC470823
Intermediate Similarity	0.7838	NPC46358
Intermediate Similarity	0.7836	NPC474958
Intermediate Similarity	0.7829	NPC282398
Intermediate Similarity	0.7824	NPC477611
Intermediate Similarity	0.7815	NPC473762
Intermediate Similarity	0.7811	NPC97343
Intermediate Similarity	0.7811	NPC194411
Intermediate Similarity	0.7805	NPC469785
Intermediate Similarity	0.7791	NPC200214
Intermediate Similarity	0.7791	NPC141926
Intermediate Similarity	0.7778	NPC475450
Intermediate Similarity	0.7764	NPC470111
Intermediate Similarity	0.7763	NPC473587
Intermediate Similarity	0.7758	NPC469762
Intermediate Similarity	0.7756	NPC150259
Intermediate Similarity	0.7751	NPC63751
Intermediate Similarity	0.7744	NPC34844
Intermediate Similarity	0.7733	NPC245244
Intermediate Similarity	0.7733	NPC146373
Intermediate Similarity	0.7733	NPC166424
Intermediate Similarity	0.7725	NPC225018
Intermediate Similarity	0.7712	NPC475428
Intermediate Similarity	0.7711	NPC221786
Intermediate Similarity	0.7711	NPC474880
Intermediate Similarity	0.7711	NPC475990
Intermediate Similarity	0.7692	NPC218268
Intermediate Similarity	0.7688	NPC59269
Intermediate Similarity	0.7679	NPC478184
Intermediate Similarity	0.7674	NPC37423
Intermediate Similarity	0.7674	NPC275305
Intermediate Similarity	0.767	NPC467063
Intermediate Similarity	0.7667	NPC27740
Intermediate Similarity	0.7665	NPC279918
Intermediate Similarity	0.7662	NPC179365
Intermediate Similarity	0.7651	NPC41174
Intermediate Similarity	0.7644	NPC215795
Intermediate Similarity	0.7644	NPC176199
Intermediate Similarity	0.7643	NPC125746
Intermediate Similarity	0.764	NPC470440
Intermediate Similarity	0.764	NPC204141
Intermediate Similarity	0.7625	NPC20144
Intermediate Similarity	0.7619	NPC478185
Intermediate Similarity	0.7619	NPC282231
Intermediate Similarity	0.7602	NPC474897
Intermediate Similarity	0.7596	NPC167710
Intermediate Similarity	0.7593	NPC316069
Intermediate Similarity	0.759	NPC476464
Intermediate Similarity	0.759	NPC51054
Intermediate Similarity	0.7588	NPC474561
Intermediate Similarity	0.7588	NPC49954
Intermediate Similarity	0.7586	NPC68354
Intermediate Similarity	0.7574	NPC311276
Intermediate Similarity	0.756	NPC131718
Intermediate Similarity	0.7557	NPC307191
Intermediate Similarity	0.7546	NPC477134
Intermediate Similarity	0.753	NPC476297
Intermediate Similarity	0.7529	NPC17751
Intermediate Similarity	0.7529	NPC280864
Intermediate Similarity	0.7528	NPC99939
Intermediate Similarity	0.7528	NPC15102
Intermediate Similarity	0.7528	NPC308931
Intermediate Similarity	0.7514	NPC313791
Intermediate Similarity	0.75	NPC230869
Intermediate Similarity	0.75	NPC164228
Intermediate Similarity	0.75	NPC91958
Intermediate Similarity	0.75	NPC293487
Intermediate Similarity	0.75	NPC314919
Intermediate Similarity	0.7485	NPC160105
Intermediate Similarity	0.7485	NPC56233
Intermediate Similarity	0.7485	NPC54988
Intermediate Similarity	0.7484	NPC69914
Intermediate Similarity	0.7471	NPC478182
Intermediate Similarity	0.7471	NPC21174
Intermediate Similarity	0.7471	NPC271797
Intermediate Similarity	0.7471	NPC40779
Intermediate Similarity	0.7459	NPC95783
Intermediate Similarity	0.7458	NPC191415
Intermediate Similarity	0.7442	NPC201700
Intermediate Similarity	0.7436	NPC101165
Intermediate Similarity	0.7432	NPC326422
Intermediate Similarity	0.7423	NPC285731
Intermediate Similarity	0.7419	NPC476131
Intermediate Similarity	0.7416	NPC48938
Intermediate Similarity	0.7416	NPC102755
Intermediate Similarity	0.7396	NPC477591
Intermediate Similarity	0.7386	NPC151939
Intermediate Similarity	0.7386	NPC284775
Intermediate Similarity	0.7384	NPC478183
Intermediate Similarity	0.7384	NPC49217
Intermediate Similarity	0.7383	NPC162689
Intermediate Similarity	0.7383	NPC54102
Intermediate Similarity	0.7377	NPC316018
Intermediate Similarity	0.7377	NPC315617
Intermediate Similarity	0.7377	NPC324149
Intermediate Similarity	0.7377	NPC314058
Intermediate Similarity	0.7377	NPC316359
Intermediate Similarity	0.7374	NPC284678
Intermediate Similarity	0.7368	NPC194640
Intermediate Similarity	0.7368	NPC149265
Intermediate Similarity	0.7368	NPC102423
Intermediate Similarity	0.7366	NPC265576
Intermediate Similarity	0.736	NPC233936
Intermediate Similarity	0.7356	NPC470498
Intermediate Similarity	0.7351	NPC182570
Intermediate Similarity	0.7351	NPC48564
Intermediate Similarity	0.7351	NPC265605

Drug Structure

NPD1853 OpenBabel08211701392D 21 24 0 0 0 0 0 0 0 0999 V2000 -2.5180 1.4546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0582 -0.9208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6788 1.9389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7067 -1.6408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6787 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5179 0.4840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6792 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3052 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6791 1.9383 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5182 0.4850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3574 0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8393 1.4542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8394 1.4539 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8392 0.4844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8395 0.4847 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6545 -1.4391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3030 -2.1590 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.5181 1.4536 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.9537 -0.5175 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 -0.0001 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 10 1 0 0 0 0 2 4 2 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 16 1 0 0 0 0 5 6 1 0 0 0 0 5 14 2 0 0 0 0 6 18 2 0 0 0 0 7 10 2 0 0 0 0 7 15 1 0 0 0 0 8 11 2 0 0 0 0 8 19 1 0 0 0 0 9 13 2 0 0 0 0 9 18 1 0 0 0 0 10 11 1 0 0 0 0 12 13 1 0 0 0 0 12 15 2 0 0 0 0 13 14 1 0 0 0 0 14 20 1 0 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 16 19 2 0 0 0 0 20 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009986
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	71059746
ChEBI
CAS Number

Drug Properties

Molecular Weight	263.09
ALogP	-0.1846
MLogP	2.78
XLogP	3.383
HDA	3
HBD	1
Rotatable Bonds	2
TPSA	41.57
RO5 Violation	0