NPASS drugs

Drug Information

Drug ID:	NPD6224
Drug Name:
Molecular Formula:	C25H26FN5OS
Canonical SMILES:	OC(=N)Cn1c(=C)cc(c2c1cc(F)cc2)CCN1CCN(CC1)c1nccc2c1ccs2
Standard InCHI:	InChI=1S/C25H26FN5OS/c1-17-14-18(20-3-2-19(26)15-22(20)31(17)16-24(27)32)5-8-29-9-11-30(12-10-29)25-21-6-13-33-23(21)4-7-28-25/h2-4,6-7,13-15H,1,5,8-12,16H2,(H2,27,32)
Standard InCHIKey:	ZDPDWSUPGWKYLE-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6224

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	636
0.1-0.2	10976
0.2-0.3	13410
0.3-0.4	2606
0.4-0.5	1684
0.5-0.6	1222
0.6-0.7	351
0.7-0.8	5
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	0.76	NPC469308
Intermediate Similarity	0.7188	NPC317054
Intermediate Similarity	0.7037	NPC225018
Intermediate Similarity	0.7031	NPC91895
Intermediate Similarity	0.7	NPC175916
Remote Similarity	0.6967	NPC66699
Remote Similarity	0.6947	NPC470203
Remote Similarity	0.6895	NPC470204
Remote Similarity	0.6895	NPC122141
Remote Similarity	0.6869	NPC124636
Remote Similarity	0.6869	NPC164228
Remote Similarity	0.6866	NPC173344
Remote Similarity	0.6857	NPC143325
Remote Similarity	0.6845	NPC470233
Remote Similarity	0.6845	NPC216713
Remote Similarity	0.6839	NPC49217
Remote Similarity	0.6837	NPC193370
Remote Similarity	0.6835	NPC149014
Remote Similarity	0.6791	NPC40070
Remote Similarity	0.6773	NPC77022
Remote Similarity	0.6772	NPC476219
Remote Similarity	0.6771	NPC478185
Remote Similarity	0.6768	NPC248454
Remote Similarity	0.6742	NPC216221
Remote Similarity	0.6736	NPC478184
Remote Similarity	0.6736	NPC478182
Remote Similarity	0.6667	NPC293487
Remote Similarity	0.6652	NPC19170
Remote Similarity	0.6649	NPC20144
Remote Similarity	0.6635	NPC294693
Remote Similarity	0.6634	NPC163055
Remote Similarity	0.6631	NPC143872
Remote Similarity	0.6617	NPC16659
Remote Similarity	0.6606	NPC471603
Remote Similarity	0.6601	NPC108011
Remote Similarity	0.6596	NPC471957
Remote Similarity	0.6596	NPC470111
Remote Similarity	0.6591	NPC470731
Remote Similarity	0.659	NPC147810
Remote Similarity	0.6582	NPC478183
Remote Similarity	0.6569	NPC15102
Remote Similarity	0.6567	NPC265710
Remote Similarity	0.6564	NPC297862
Remote Similarity	0.6562	NPC253987
Remote Similarity	0.6557	NPC314102
Remote Similarity	0.6557	NPC251722
Remote Similarity	0.6556	NPC471322
Remote Similarity	0.6556	NPC101165
Remote Similarity	0.6553	NPC255909
Remote Similarity	0.655	NPC280852
Remote Similarity	0.6548	NPC63751
Remote Similarity	0.6545	NPC325903
Remote Similarity	0.6543	NPC63545
Remote Similarity	0.654	NPC265576
Remote Similarity	0.6538	NPC39092
Remote Similarity	0.6528	NPC469897
Remote Similarity	0.6517	NPC59269
Remote Similarity	0.651	NPC120070
Remote Similarity	0.651	NPC476297
Remote Similarity	0.6508	NPC201380
Remote Similarity	0.6508	NPC179787
Remote Similarity	0.6508	NPC469811
Remote Similarity	0.6502	NPC307191
Remote Similarity	0.6497	NPC56233
Remote Similarity	0.6495	NPC135141
Remote Similarity	0.6495	NPC92796
Remote Similarity	0.6492	NPC470823
Remote Similarity	0.6489	NPC314372
Remote Similarity	0.6489	NPC204141
Remote Similarity	0.6474	NPC321911
Remote Similarity	0.6473	NPC103119
Remote Similarity	0.6473	NPC472289
Remote Similarity	0.6471	NPC190296
Remote Similarity	0.6458	NPC200214
Remote Similarity	0.6444	NPC476131
Remote Similarity	0.6443	NPC129721
Remote Similarity	0.6441	NPC476322
Remote Similarity	0.644	NPC105818
Remote Similarity	0.644	NPC24678
Remote Similarity	0.6439	NPC467063
Remote Similarity	0.6436	NPC240088
Remote Similarity	0.6436	NPC473380
Remote Similarity	0.6432	NPC32534
Remote Similarity	0.6432	NPC194411
Remote Similarity	0.6418	NPC469938
Remote Similarity	0.6416	NPC312942
Remote Similarity	0.6416	NPC327095
Remote Similarity	0.6415	NPC272483
Remote Similarity	0.6414	NPC474561
Remote Similarity	0.6414	NPC49954
Remote Similarity	0.641	NPC475990
Remote Similarity	0.6409	NPC72956
Remote Similarity	0.6409	NPC69914
Remote Similarity	0.6406	NPC469975
Remote Similarity	0.6404	NPC11126
Remote Similarity	0.6404	NPC12649
Remote Similarity	0.6402	NPC159856
Remote Similarity	0.6398	NPC88097
Remote Similarity	0.6388	NPC40455
Remote Similarity	0.6388	NPC476817
Remote Similarity	0.6386	NPC150048
Remote Similarity	0.6386	NPC203754
Remote Similarity	0.6384	NPC46358
Remote Similarity	0.6381	NPC477166
Remote Similarity	0.6381	NPC473342
Remote Similarity	0.6381	NPC304187
Remote Similarity	0.6381	NPC477167
Remote Similarity	0.638	NPC6865
Remote Similarity	0.638	NPC153980
Remote Similarity	0.6378	NPC125746
Remote Similarity	0.6378	NPC279918
Remote Similarity	0.6373	NPC469763
Remote Similarity	0.6373	NPC469765
Remote Similarity	0.6373	NPC73952
Remote Similarity	0.6373	NPC469786
Remote Similarity	0.6373	NPC469760
Remote Similarity	0.6373	NPC25008
Remote Similarity	0.6373	NPC259644
Remote Similarity	0.6373	NPC24864
Remote Similarity	0.6368	NPC470732
Remote Similarity	0.6364	NPC195507
Remote Similarity	0.6364	NPC2165
Remote Similarity	0.6359	NPC228835
Remote Similarity	0.6359	NPC236711
Remote Similarity	0.6355	NPC68354
Remote Similarity	0.6345	NPC282231
Remote Similarity	0.634	NPC211572
Remote Similarity	0.634	NPC80597
Remote Similarity	0.634	NPC212376
Remote Similarity	0.634	NPC70922
Remote Similarity	0.634	NPC75540
Remote Similarity	0.6337	NPC37423
Remote Similarity	0.6337	NPC471579
Remote Similarity	0.6337	NPC275305
Remote Similarity	0.6336	NPC165743
Remote Similarity	0.633	NPC475288
Remote Similarity	0.6319	NPC282398
Remote Similarity	0.6316	NPC285731
Remote Similarity	0.6313	NPC317105
Remote Similarity	0.6313	NPC194640
Remote Similarity	0.6311	NPC48938
Remote Similarity	0.631	NPC73767
Remote Similarity	0.6308	NPC469785
Remote Similarity	0.6308	NPC51054
Remote Similarity	0.6306	NPC471193
Remote Similarity	0.6306	NPC31385
Remote Similarity	0.6306	NPC75726
Remote Similarity	0.6306	NPC110602
Remote Similarity	0.6306	NPC471194
Remote Similarity	0.6301	NPC473362
Remote Similarity	0.6301	NPC166492
Remote Similarity	0.6298	NPC94752
Remote Similarity	0.6295	NPC471192
Remote Similarity	0.6294	NPC229173
Remote Similarity	0.629	NPC150259
Remote Similarity	0.6289	NPC161108
Remote Similarity	0.6284	NPC256893
Remote Similarity	0.6283	NPC288838
Remote Similarity	0.628	NPC21429
Remote Similarity	0.6277	NPC469784
Remote Similarity	0.6277	NPC469783
Remote Similarity	0.6277	NPC469768
Remote Similarity	0.6277	NPC469779
Remote Similarity	0.6277	NPC469767
Remote Similarity	0.6277	NPC469761
Remote Similarity	0.6277	NPC469780
Remote Similarity	0.6276	NPC469762
Remote Similarity	0.6275	NPC326575
Remote Similarity	0.6273	NPC116555
Remote Similarity	0.6269	NPC53947
Remote Similarity	0.6269	NPC148592
Remote Similarity	0.6268	NPC17059
Remote Similarity	0.6261	NPC54981
Remote Similarity	0.625	NPC160105
Remote Similarity	0.625	NPC477175
Remote Similarity	0.625	NPC99939
Remote Similarity	0.625	NPC308931
Remote Similarity	0.625	NPC54988
Remote Similarity	0.625	NPC470730
Remote Similarity	0.6244	NPC221786
Remote Similarity	0.6244	NPC318065
Remote Similarity	0.6244	NPC215795
Remote Similarity	0.6244	NPC176199
Remote Similarity	0.6244	NPC474880
Remote Similarity	0.6244	NPC206819
Remote Similarity	0.6244	NPC56765
Remote Similarity	0.6243	NPC469766
Remote Similarity	0.6239	NPC63279
Remote Similarity	0.6237	NPC96102
Remote Similarity	0.623	NPC86288
Remote Similarity	0.6223	NPC475969
Remote Similarity	0.6223	NPC110126
Remote Similarity	0.6223	NPC475859
Remote Similarity	0.6222	NPC166424
Remote Similarity	0.6222	NPC245244
Remote Similarity	0.6222	NPC146373
Remote Similarity	0.622	NPC141612
Remote Similarity	0.622	NPC17273
Remote Similarity	0.622	NPC135601
Remote Similarity	0.6219	NPC317430

Drug Structure

NPD6224 OpenBabel08211709092D 35 39 0 0 0 0 0 0 0 0999 V2000 -7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 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 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 2.4781 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 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 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 -0.8660 2.5000 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 2.0685 2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 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 -6.0622 4.5000 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 -7.7942 5.5000 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 -5.1962 7.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 6.0000 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 -2.5981 2.5000 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 -6.9282 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 1.6691 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 2 0 0 0 0 2 3 2 0 0 0 0 2 19 1 0 0 0 0 3 20 1 0 0 0 0 4 7 2 0 0 0 0 4 23 1 0 0 0 0 5 8 1 0 0 0 0 5 18 1 0 0 0 0 6 13 2 0 0 0 0 6 21 1 0 0 0 0 7 28 1 0 0 0 0 8 29 1 0 0 0 0 9 11 1 0 0 0 0 9 29 1 0 0 0 0 10 12 1 0 0 0 0 10 29 1 0 0 0 0 11 30 1 0 0 0 0 12 30 1 0 0 0 0 13 33 1 0 0 0 0 14 17 1 0 0 0 0 14 18 2 0 0 0 0 15 19 2 0 0 0 0 15 22 1 0 0 0 0 16 24 1 0 0 0 0 16 31 1 0 0 0 0 17 31 1 0 0 0 0 18 20 1 0 0 0 0 19 26 1 0 0 0 0 20 22 2 0 0 0 0 21 23 2 0 0 0 0 21 25 1 0 0 0 0 22 31 1 0 0 0 0 23 33 1 0 0 0 0 24 27 2 0 0 0 0 24 32 1 0 0 0 0 25 28 2 0 0 0 0 25 30 1 0 0 0 0 27 34 1 0 0 0 0 32 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001342
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56603793
ChEBI
CAS Number

Drug Properties

Molecular Weight	463.18
ALogP	1.673
MLogP	3.33
XLogP	4.443
HDA	6
HBD	2
Rotatable Bonds	8
TPSA	94.93
RO5 Violation	0