NPASS drugs

Drug Information

Drug ID:	NPD1232
Drug Name:
Molecular Formula:	C14H12FN3O2
Canonical SMILES:	OC(=N)N/N=C/c1ccc(cc1)Oc1ccc(cc1)F
Standard InCHI:	InChI=1S/C14H12FN3O2/c15-11-3-7-13(8-4-11)20-12-5-1-10(2-6-12)9-17-18-14(16)19/h1-9H,(H3,16,18,19)/b17-9+
Standard InCHIKey:	MHUUDVZSPFRUSK-RQZCQDPDSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1232

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	167
0.1-0.2	2331
0.2-0.3	9232
0.3-0.4	3860
0.4-0.5	6827
0.5-0.6	7642
0.6-0.7	810
0.7-0.8	21
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	0.7869	NPC309982
Intermediate Similarity	0.7826	NPC174754
Intermediate Similarity	0.7615	NPC256369
Intermediate Similarity	0.7557	NPC263835
Intermediate Similarity	0.7481	NPC43275
Intermediate Similarity	0.7442	NPC303370
Intermediate Similarity	0.7368	NPC318357
Intermediate Similarity	0.7302	NPC146530
Intermediate Similarity	0.7266	NPC166837
Intermediate Similarity	0.7197	NPC323948
Intermediate Similarity	0.7163	NPC471953
Intermediate Similarity	0.7111	NPC83279
Intermediate Similarity	0.7101	NPC29477
Intermediate Similarity	0.7097	NPC51633
Intermediate Similarity	0.708	NPC328267
Intermediate Similarity	0.7063	NPC42383
Intermediate Similarity	0.704	NPC192596
Intermediate Similarity	0.7037	NPC41801
Intermediate Similarity	0.7031	NPC153690
Intermediate Similarity	0.7023	NPC26524
Intermediate Similarity	0.7	NPC266932
Remote Similarity	0.6992	NPC258992
Remote Similarity	0.6985	NPC183262
Remote Similarity	0.6984	NPC108875
Remote Similarity	0.6984	NPC474603
Remote Similarity	0.6984	NPC38079
Remote Similarity	0.6984	NPC12987
Remote Similarity	0.6957	NPC211218
Remote Similarity	0.6948	NPC473778
Remote Similarity	0.6929	NPC470393
Remote Similarity	0.6929	NPC8302
Remote Similarity	0.6923	NPC247018
Remote Similarity	0.6923	NPC97870
Remote Similarity	0.6923	NPC307123
Remote Similarity	0.6906	NPC62101
Remote Similarity	0.6906	NPC95733
Remote Similarity	0.6899	NPC97811
Remote Similarity	0.688	NPC107101
Remote Similarity	0.6879	NPC186898
Remote Similarity	0.6875	NPC113457
Remote Similarity	0.6855	NPC107619
Remote Similarity	0.6833	NPC259134
Remote Similarity	0.6833	NPC177844
Remote Similarity	0.6833	NPC99886
Remote Similarity	0.6833	NPC8002
Remote Similarity	0.6825	NPC300166
Remote Similarity	0.6825	NPC307425
Remote Similarity	0.6809	NPC301713
Remote Similarity	0.68	NPC78530
Remote Similarity	0.68	NPC471576
Remote Similarity	0.68	NPC100870
Remote Similarity	0.6791	NPC51345
Remote Similarity	0.6781	NPC237227
Remote Similarity	0.6777	NPC71853
Remote Similarity	0.6769	NPC24101
Remote Similarity	0.6769	NPC75440
Remote Similarity	0.6769	NPC201959
Remote Similarity	0.6769	NPC96224
Remote Similarity	0.6763	NPC471315
Remote Similarity	0.6763	NPC471314
Remote Similarity	0.6761	NPC251571
Remote Similarity	0.6738	NPC320242
Remote Similarity	0.6721	NPC321956
Remote Similarity	0.6719	NPC283546
Remote Similarity	0.6718	NPC474272
Remote Similarity	0.6713	NPC155838
Remote Similarity	0.6711	NPC189724
Remote Similarity	0.6711	NPC83289
Remote Similarity	0.6711	NPC212850
Remote Similarity	0.6695	NPC125306
Remote Similarity	0.6692	NPC186469
Remote Similarity	0.6691	NPC86947
Remote Similarity	0.669	NPC274732
Remote Similarity	0.6667	NPC37302
Remote Similarity	0.6667	NPC195749
Remote Similarity	0.6667	NPC321133
Remote Similarity	0.6667	NPC473393
Remote Similarity	0.6667	NPC475269
Remote Similarity	0.6667	NPC46844
Remote Similarity	0.6667	NPC52029
Remote Similarity	0.6667	NPC473855
Remote Similarity	0.6667	NPC128730
Remote Similarity	0.6667	NPC35961
Remote Similarity	0.6642	NPC74821
Remote Similarity	0.6641	NPC305205
Remote Similarity	0.6627	NPC474902
Remote Similarity	0.6625	NPC22014
Remote Similarity	0.6621	NPC114102
Remote Similarity	0.6617	NPC55300
Remote Similarity	0.6617	NPC90520
Remote Similarity	0.6617	NPC255068
Remote Similarity	0.6617	NPC296920
Remote Similarity	0.6615	NPC326801
Remote Similarity	0.6615	NPC176971
Remote Similarity	0.6613	NPC471581
Remote Similarity	0.6601	NPC313414
Remote Similarity	0.6597	NPC471321
Remote Similarity	0.6597	NPC471306
Remote Similarity	0.6596	NPC255253
Remote Similarity	0.6594	NPC163036
Remote Similarity	0.6594	NPC295259
Remote Similarity	0.6594	NPC264976
Remote Similarity	0.6593	NPC161696
Remote Similarity	0.6589	NPC241224
Remote Similarity	0.6589	NPC2518
Remote Similarity	0.6589	NPC109637
Remote Similarity	0.6587	NPC315921
Remote Similarity	0.6587	NPC95755
Remote Similarity	0.6587	NPC175298
Remote Similarity	0.6577	NPC254610
Remote Similarity	0.6575	NPC214869
Remote Similarity	0.6569	NPC120075
Remote Similarity	0.6567	NPC280606
Remote Similarity	0.6567	NPC115379
Remote Similarity	0.6567	NPC165646
Remote Similarity	0.6565	NPC151530
Remote Similarity	0.6565	NPC258171
Remote Similarity	0.6565	NPC194034
Remote Similarity	0.6565	NPC157473
Remote Similarity	0.6552	NPC470706
Remote Similarity	0.6549	NPC300955
Remote Similarity	0.6547	NPC53596
Remote Similarity	0.6547	NPC17388
Remote Similarity	0.6547	NPC471308
Remote Similarity	0.6547	NPC8283
Remote Similarity	0.6547	NPC289330
Remote Similarity	0.6547	NPC258979
Remote Similarity	0.6547	NPC93398
Remote Similarity	0.6547	NPC160120
Remote Similarity	0.6544	NPC301321
Remote Similarity	0.6544	NPC296526
Remote Similarity	0.6541	NPC106141
Remote Similarity	0.6536	NPC247298
Remote Similarity	0.6535	NPC125732
Remote Similarity	0.6533	NPC259800
Remote Similarity	0.6533	NPC241086
Remote Similarity	0.6533	NPC328137
Remote Similarity	0.6533	NPC282087
Remote Similarity	0.6533	NPC318984
Remote Similarity	0.6533	NPC317741
Remote Similarity	0.6533	NPC318028
Remote Similarity	0.6522	NPC5932
Remote Similarity	0.6519	NPC301735
Remote Similarity	0.6519	NPC35344
Remote Similarity	0.6519	NPC141003
Remote Similarity	0.6515	NPC291837
Remote Similarity	0.6512	NPC179686
Remote Similarity	0.6512	NPC178902
Remote Similarity	0.6507	NPC476570
Remote Similarity	0.6503	NPC182147
Remote Similarity	0.6503	NPC141739
Remote Similarity	0.6503	NPC71105
Remote Similarity	0.6503	NPC246133
Remote Similarity	0.6503	NPC136112
Remote Similarity	0.6503	NPC207541
Remote Similarity	0.6503	NPC152186
Remote Similarity	0.6503	NPC170583
Remote Similarity	0.6497	NPC47672
Remote Similarity	0.6496	NPC82963
Remote Similarity	0.6493	NPC21890
Remote Similarity	0.6489	NPC231705
Remote Similarity	0.6486	NPC303993
Remote Similarity	0.6484	NPC13755
Remote Similarity	0.6479	NPC13020
Remote Similarity	0.6479	NPC140359
Remote Similarity	0.6474	NPC76412
Remote Similarity	0.6471	NPC135349
Remote Similarity	0.6471	NPC235250
Remote Similarity	0.6471	NPC228287
Remote Similarity	0.6471	NPC180508
Remote Similarity	0.6466	NPC82016
Remote Similarity	0.6466	NPC259554
Remote Similarity	0.6463	NPC470392
Remote Similarity	0.6458	NPC156944
Remote Similarity	0.6458	NPC251466
Remote Similarity	0.6458	NPC218323
Remote Similarity	0.6454	NPC127389
Remote Similarity	0.6454	NPC190454
Remote Similarity	0.6454	NPC193364
Remote Similarity	0.6454	NPC97432
Remote Similarity	0.6454	NPC54972
Remote Similarity	0.6454	NPC290451
Remote Similarity	0.6452	NPC245974
Remote Similarity	0.6452	NPC45040
Remote Similarity	0.6449	NPC311737
Remote Similarity	0.6449	NPC38458
Remote Similarity	0.6444	NPC474920
Remote Similarity	0.6439	NPC251306
Remote Similarity	0.6439	NPC142297
Remote Similarity	0.6439	NPC227894
Remote Similarity	0.6434	NPC12714
Remote Similarity	0.6434	NPC310905
Remote Similarity	0.6424	NPC326860
Remote Similarity	0.6424	NPC197239
Remote Similarity	0.6423	NPC185541
Remote Similarity	0.6423	NPC464
Remote Similarity	0.6419	NPC169766
Remote Similarity	0.6419	NPC105541
Remote Similarity	0.6418	NPC25067
Remote Similarity	0.6418	NPC94045

Drug Structure

NPD1232 OpenBabel08211700192D 23 24 0 0 0 0 0 0 0 0999 V2000 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 -0.8660 -1.5000 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 2.5981 0.5000 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 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 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 0.0000 0.0000 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 -2.5981 -1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 1 10 2 0 0 0 0 2 6 2 0 0 0 0 2 10 1 0 0 0 0 3 7 1 0 0 0 0 3 11 2 0 0 0 0 4 8 2 0 0 0 0 4 11 1 0 0 0 0 5 12 2 0 0 0 0 6 12 1 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 10 1 0 0 0 0 9 17 2 0 0 0 0 11 15 1 0 0 0 0 12 20 1 0 0 0 0 13 20 1 0 0 0 0 14 16 2 0 0 0 0 14 18 1 0 0 0 0 14 19 1 0 0 0 0 16 21 1 0 0 0 0 17 18 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004241
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9816959
ChEBI
CAS Number

Drug Properties

Molecular Weight	273.09
ALogP	0.2169
MLogP	2.34
XLogP	5.477
HDA	4
HBD	3
Rotatable Bonds	7
TPSA	77.7
RO5 Violation	1