NPASS drugs

Drug Information

Drug ID:	NPD4318
Drug Name:
Molecular Formula:	C21H16FN3OS
Canonical SMILES:	Fc1ccc(cc1)c1[nH]c(nc1c1ccncc1)c1ccc(cc1)S(=O)C
Standard InCHI:	InChI=1S/C21H16FN3OS/c1-27(26)18-8-4-16(5-9-18)21-24-19(14-2-6-17(22)7-3-14)20(25-21)15-10-12-23-13-11-15/h2-13H,1H3,(H,24,25)
Standard InCHIKey:	CDMGBJANTYXAIV-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4318

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	980
0.1-0.2	11367
0.2-0.3	13207
0.3-0.4	2471
0.4-0.5	1376
0.5-0.6	1086
0.6-0.7	378
0.7-0.8	23
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	1.0	NPC469308
Intermediate Similarity	0.8054	NPC317054
Intermediate Similarity	0.7767	NPC471603
Intermediate Similarity	0.7717	NPC470203
Intermediate Similarity	0.7663	NPC470204
Intermediate Similarity	0.7486	NPC325903
Intermediate Similarity	0.7473	NPC122141
Intermediate Similarity	0.7459	NPC114209
Intermediate Similarity	0.7363	NPC201380
Intermediate Similarity	0.7363	NPC179787
Intermediate Similarity	0.7337	NPC470233
Intermediate Similarity	0.7322	NPC321911
Intermediate Similarity	0.7308	NPC63545
Intermediate Similarity	0.7268	NPC469811
Intermediate Similarity	0.7249	NPC225018
Intermediate Similarity	0.7211	NPC317105
Intermediate Similarity	0.7208	NPC307191
Intermediate Similarity	0.7181	NPC236711
Intermediate Similarity	0.7143	NPC300238
Intermediate Similarity	0.7092	NPC280852
Intermediate Similarity	0.7075	NPC116555
Intermediate Similarity	0.7074	NPC39092
Intermediate Similarity	0.7074	NPC476219
Intermediate Similarity	0.7062	NPC91895
Intermediate Similarity	0.7005	NPC53947
Remote Similarity	0.699	NPC314557
Remote Similarity	0.6989	NPC470111
Remote Similarity	0.6984	NPC476297
Remote Similarity	0.6973	NPC204141
Remote Similarity	0.6972	NPC267811
Remote Similarity	0.6968	NPC470823
Remote Similarity	0.6968	NPC216713
Remote Similarity	0.6965	NPC108011
Remote Similarity	0.6963	NPC474791
Remote Similarity	0.6935	NPC143872
Remote Similarity	0.6935	NPC288838
Remote Similarity	0.6927	NPC215584
Remote Similarity	0.6927	NPC44773
Remote Similarity	0.6919	NPC315715
Remote Similarity	0.6906	NPC216159
Remote Similarity	0.6898	NPC471957
Remote Similarity	0.6862	NPC282531
Remote Similarity	0.6853	NPC82331
Remote Similarity	0.6848	NPC469761
Remote Similarity	0.6848	NPC469779
Remote Similarity	0.6848	NPC115611
Remote Similarity	0.6848	NPC469780
Remote Similarity	0.6848	NPC284635
Remote Similarity	0.6848	NPC469767
Remote Similarity	0.6848	NPC469783
Remote Similarity	0.6848	NPC469768
Remote Similarity	0.6848	NPC469784
Remote Similarity	0.6842	NPC200214
Remote Similarity	0.6834	NPC474958
Remote Similarity	0.6823	NPC216643
Remote Similarity	0.6821	NPC274229
Remote Similarity	0.6816	NPC16659
Remote Similarity	0.6811	NPC469766
Remote Similarity	0.6793	NPC73767
Remote Similarity	0.6788	NPC56765
Remote Similarity	0.6788	NPC135141
Remote Similarity	0.6788	NPC92796
Remote Similarity	0.6776	NPC84911
Remote Similarity	0.6769	NPC478182
Remote Similarity	0.6766	NPC265710
Remote Similarity	0.6742	NPC173344
Remote Similarity	0.6737	NPC40070
Remote Similarity	0.6733	NPC164228
Remote Similarity	0.6721	NPC96102
Remote Similarity	0.6721	NPC261195
Remote Similarity	0.6721	NPC29886
Remote Similarity	0.6718	NPC478185
Remote Similarity	0.6717	NPC97343
Remote Similarity	0.6716	NPC473380
Remote Similarity	0.6716	NPC248454
Remote Similarity	0.6716	NPC240088
Remote Similarity	0.6715	NPC231536
Remote Similarity	0.6712	NPC149014
Remote Similarity	0.6711	NPC130570
Remote Similarity	0.6703	NPC110126
Remote Similarity	0.6702	NPC314372
Remote Similarity	0.6701	NPC49217
Remote Similarity	0.67	NPC471579
Remote Similarity	0.6697	NPC147810
Remote Similarity	0.6685	NPC314102
Remote Similarity	0.6685	NPC251722
Remote Similarity	0.6685	NPC105127
Remote Similarity	0.6684	NPC190296
Remote Similarity	0.6684	NPC478184
Remote Similarity	0.6667	NPC198988
Remote Similarity	0.6652	NPC77022
Remote Similarity	0.6649	NPC24678
Remote Similarity	0.6649	NPC148592
Remote Similarity	0.6649	NPC286427
Remote Similarity	0.6649	NPC105818
Remote Similarity	0.6649	NPC469897
Remote Similarity	0.6632	NPC120070
Remote Similarity	0.663	NPC325252
Remote Similarity	0.6622	NPC216221
Remote Similarity	0.6618	NPC191415
Remote Similarity	0.6615	NPC206819
Remote Similarity	0.6615	NPC293487
Remote Similarity	0.6615	NPC41257
Remote Similarity	0.6615	NPC318065
Remote Similarity	0.6613	NPC88097
Remote Similarity	0.6606	NPC282247
Remote Similarity	0.6595	NPC125746
Remote Similarity	0.6593	NPC82295
Remote Similarity	0.6585	NPC163055
Remote Similarity	0.6582	NPC229173
Remote Similarity	0.658	NPC935
Remote Similarity	0.658	NPC469786
Remote Similarity	0.658	NPC267078
Remote Similarity	0.658	NPC259644
Remote Similarity	0.658	NPC25008
Remote Similarity	0.658	NPC469760
Remote Similarity	0.658	NPC469763
Remote Similarity	0.658	NPC73952
Remote Similarity	0.658	NPC469765
Remote Similarity	0.6578	NPC279081
Remote Similarity	0.6571	NPC324149
Remote Similarity	0.6553	NPC284678
Remote Similarity	0.6552	NPC474357
Remote Similarity	0.6548	NPC253687
Remote Similarity	0.6546	NPC212376
Remote Similarity	0.6546	NPC75540
Remote Similarity	0.6546	NPC80597
Remote Similarity	0.6546	NPC70922
Remote Similarity	0.6546	NPC211572
Remote Similarity	0.654	NPC326422
Remote Similarity	0.6537	NPC470323
Remote Similarity	0.6533	NPC478183
Remote Similarity	0.6531	NPC477591
Remote Similarity	0.653	NPC66699
Remote Similarity	0.6526	NPC159856
Remote Similarity	0.6515	NPC247987
Remote Similarity	0.6515	NPC90723
Remote Similarity	0.6508	NPC42483
Remote Similarity	0.6505	NPC48938
Remote Similarity	0.6505	NPC102755
Remote Similarity	0.6503	NPC101165
Remote Similarity	0.65	NPC63751
Remote Similarity	0.6489	NPC2949
Remote Similarity	0.6489	NPC230002
Remote Similarity	0.6489	NPC59084
Remote Similarity	0.6486	NPC31385
Remote Similarity	0.6486	NPC75726
Remote Similarity	0.6486	NPC110602
Remote Similarity	0.6484	NPC175916
Remote Similarity	0.6482	NPC280864
Remote Similarity	0.6482	NPC17751
Remote Similarity	0.6471	NPC59269
Remote Similarity	0.6468	NPC194411
Remote Similarity	0.6455	NPC63157
Remote Similarity	0.6455	NPC473868
Remote Similarity	0.645	NPC56233
Remote Similarity	0.6447	NPC474880
Remote Similarity	0.6447	NPC475990
Remote Similarity	0.6447	NPC221786
Remote Similarity	0.6442	NPC308931
Remote Similarity	0.6442	NPC15102
Remote Similarity	0.6442	NPC99939
Remote Similarity	0.6441	NPC124636
Remote Similarity	0.6441	NPC54981
Remote Similarity	0.644	NPC285731
Remote Similarity	0.644	NPC470440
Remote Similarity	0.6432	NPC294693
Remote Similarity	0.6429	NPC469785
Remote Similarity	0.6422	NPC317701
Remote Similarity	0.6422	NPC69843
Remote Similarity	0.6417	NPC150259
Remote Similarity	0.6413	NPC193370
Remote Similarity	0.6413	NPC475450
Remote Similarity	0.6411	NPC62749
Remote Similarity	0.6404	NPC477611
Remote Similarity	0.6402	NPC316756
Remote Similarity	0.6396	NPC469762
Remote Similarity	0.6393	NPC475070
Remote Similarity	0.6392	NPC33421
Remote Similarity	0.6386	NPC32534
Remote Similarity	0.6386	NPC474897
Remote Similarity	0.6378	NPC473930
Remote Similarity	0.6373	NPC37423
Remote Similarity	0.6373	NPC21605
Remote Similarity	0.6373	NPC275305
Remote Similarity	0.6372	NPC272483
Remote Similarity	0.6368	NPC49954
Remote Similarity	0.6368	NPC474561
Remote Similarity	0.6364	NPC218268
Remote Similarity	0.6359	NPC22079
Remote Similarity	0.6359	NPC469975
Remote Similarity	0.6354	NPC86288
Remote Similarity	0.6351	NPC472289
Remote Similarity	0.635	NPC311276
Remote Similarity	0.6343	NPC265576
Remote Similarity	0.6337	NPC201700
Remote Similarity	0.6335	NPC20144
Remote Similarity	0.6333	NPC46358
Remote Similarity	0.6333	NPC135601
Remote Similarity	0.6333	NPC141612

Drug Structure

NPD4318 OpenBabel08211705262D 28 31 0 0 0 0 0 0 0 0999 V2000 -4.8848 2.1977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0823 0.1615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9013 1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0768 0.2661 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8958 1.9886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6723 -0.1522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5134 -1.4394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4155 -0.8213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2565 -2.1085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7213 -0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4836 1.1796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 3.2024 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.2076 -1.7995 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 1.6092 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 -5.0659 0.4751 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4781 1.2841 0.0000 S 0 0 3 0 0 0 0 0 0 0 0 0 -0.0388 2.5873 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 6 1 0 0 0 0 2 14 2 0 0 0 0 3 7 2 0 0 0 0 3 14 1 0 0 0 0 4 8 1 0 0 0 0 4 16 2 0 0 0 0 5 9 2 0 0 0 0 5 16 1 0 0 0 0 6 17 2 0 0 0 0 7 17 1 0 0 0 0 8 18 2 0 0 0 0 9 18 1 0 0 0 0 10 12 1 0 0 0 0 10 15 2 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 23 2 0 0 0 0 13 23 1 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 27 1 0 0 0 0 19 20 2 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 24 1 0 0 0 0 21 25 2 0 0 0 0 24 28 1 0 0 0 0 26 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001280
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	176155
ChEBI
CAS Number

Drug Properties

Molecular Weight	377.10
ALogP	-0.3596
MLogP	3.11
XLogP	3.874
HDA	4
HBD	1
Rotatable Bonds	6
TPSA	77.85
RO5 Violation	0