NPASS drugs

Drug Information

Drug ID:	NPD681
Drug Name:
Molecular Formula:	C12H10FN3O4
Canonical SMILES:	OC(=N)[C@H]1Oc2ccc(cc2[C@]2(C1)N=C(N=C2O)O)F
Standard InCHI:	InChI=1S/C12H10FN3O4/c13-5-1-2-7-6(3-5)12(4-8(20-7)9(14)17)10(18)15-11(19)16-12/h1-3,8H,4H2,(H2,14,17)(H2,15,16,18,19)/t8-,12-/m0/s1
Standard InCHIKey:	WAAPEIZFCHNLKK-UFBFGSQYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD681

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	182
0.1-0.2	1020
0.2-0.3	4195
0.3-0.4	8875
0.4-0.5	4262
0.5-0.6	10486
0.6-0.7	1855
0.7-0.8	15
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	0.7368	NPC316161
Intermediate Similarity	0.7211	NPC471315
Intermediate Similarity	0.7211	NPC471314
Intermediate Similarity	0.7124	NPC97870
Intermediate Similarity	0.7124	NPC307123
Intermediate Similarity	0.7124	NPC247018
Intermediate Similarity	0.7123	NPC53596
Intermediate Similarity	0.7123	NPC289330
Intermediate Similarity	0.7123	NPC160120
Intermediate Similarity	0.7123	NPC471308
Intermediate Similarity	0.7123	NPC17388
Intermediate Similarity	0.7117	NPC219383
Intermediate Similarity	0.7037	NPC115144
Intermediate Similarity	0.7037	NPC277857
Intermediate Similarity	0.703	NPC275027
Remote Similarity	0.6988	NPC10875
Remote Similarity	0.6988	NPC10730
Remote Similarity	0.6962	NPC36434
Remote Similarity	0.6959	NPC473875
Remote Similarity	0.6954	NPC136112
Remote Similarity	0.6954	NPC141739
Remote Similarity	0.6923	NPC218530
Remote Similarity	0.6923	NPC92191
Remote Similarity	0.6923	NPC59028
Remote Similarity	0.6923	NPC22014
Remote Similarity	0.6918	NPC298821
Remote Similarity	0.6914	NPC313414
Remote Similarity	0.6903	NPC130595
Remote Similarity	0.6903	NPC93882
Remote Similarity	0.6879	NPC264956
Remote Similarity	0.6875	NPC123761
Remote Similarity	0.6859	NPC285078
Remote Similarity	0.6859	NPC313737
Remote Similarity	0.6859	NPC6854
Remote Similarity	0.6859	NPC105541
Remote Similarity	0.6857	NPC168153
Remote Similarity	0.6846	NPC475529
Remote Similarity	0.6826	NPC82285
Remote Similarity	0.6826	NPC133011
Remote Similarity	0.6821	NPC90984
Remote Similarity	0.6818	NPC471306
Remote Similarity	0.6818	NPC471321
Remote Similarity	0.6813	NPC212850
Remote Similarity	0.6813	NPC83289
Remote Similarity	0.6813	NPC477838
Remote Similarity	0.6813	NPC189724
Remote Similarity	0.6813	NPC477837
Remote Similarity	0.6809	NPC194034
Remote Similarity	0.6807	NPC274026
Remote Similarity	0.6792	NPC318591
Remote Similarity	0.6792	NPC14600
Remote Similarity	0.6792	NPC312770
Remote Similarity	0.6792	NPC160607
Remote Similarity	0.6792	NPC231163
Remote Similarity	0.6792	NPC41473
Remote Similarity	0.6792	NPC204848
Remote Similarity	0.679	NPC63628
Remote Similarity	0.679	NPC178466
Remote Similarity	0.6788	NPC471032
Remote Similarity	0.6788	NPC470935
Remote Similarity	0.6786	NPC315257
Remote Similarity	0.6786	NPC51543
Remote Similarity	0.678	NPC49353
Remote Similarity	0.6779	NPC263835
Remote Similarity	0.6776	NPC62101
Remote Similarity	0.6776	NPC95733
Remote Similarity	0.677	NPC204546
Remote Similarity	0.6766	NPC52475
Remote Similarity	0.6763	NPC470936
Remote Similarity	0.675	NPC299583
Remote Similarity	0.6748	NPC97004
Remote Similarity	0.6748	NPC161155
Remote Similarity	0.6748	NPC136951
Remote Similarity	0.6746	NPC87363
Remote Similarity	0.6732	NPC29477
Remote Similarity	0.6732	NPC320242
Remote Similarity	0.6732	NPC167571
Remote Similarity	0.6732	NPC207179
Remote Similarity	0.6732	NPC278552
Remote Similarity	0.6731	NPC308885
Remote Similarity	0.6731	NPC114102
Remote Similarity	0.6731	NPC255550
Remote Similarity	0.6726	NPC18614
Remote Similarity	0.6725	NPC69360
Remote Similarity	0.6725	NPC67080
Remote Similarity	0.6725	NPC329837
Remote Similarity	0.6711	NPC211218
Remote Similarity	0.6711	NPC474130
Remote Similarity	0.6707	NPC184161
Remote Similarity	0.6707	NPC97282
Remote Similarity	0.6707	NPC130926
Remote Similarity	0.6706	NPC160931
Remote Similarity	0.6706	NPC37205
Remote Similarity	0.6705	NPC19555
Remote Similarity	0.6689	NPC226712
Remote Similarity	0.6688	NPC470392
Remote Similarity	0.6688	NPC471953
Remote Similarity	0.6688	NPC162801
Remote Similarity	0.6688	NPC471215
Remote Similarity	0.6688	NPC262573
Remote Similarity	0.6687	NPC476744
Remote Similarity	0.6686	NPC212699
Remote Similarity	0.6686	NPC207675
Remote Similarity	0.6686	NPC56635
Remote Similarity	0.6667	NPC477115
Remote Similarity	0.6667	NPC124085
Remote Similarity	0.6667	NPC195814
Remote Similarity	0.6667	NPC156348
Remote Similarity	0.6667	NPC117048
Remote Similarity	0.6667	NPC132771
Remote Similarity	0.6667	NPC64205
Remote Similarity	0.6648	NPC182257
Remote Similarity	0.6648	NPC283999
Remote Similarity	0.6647	NPC179250
Remote Similarity	0.6647	NPC50380
Remote Similarity	0.6646	NPC247298
Remote Similarity	0.6646	NPC169766
Remote Similarity	0.6645	NPC204535
Remote Similarity	0.6645	NPC46586
Remote Similarity	0.6644	NPC283616
Remote Similarity	0.6644	NPC5932
Remote Similarity	0.6644	NPC329980
Remote Similarity	0.663	NPC283207
Remote Similarity	0.6628	NPC57105
Remote Similarity	0.6627	NPC476743
Remote Similarity	0.6624	NPC326599
Remote Similarity	0.6624	NPC329595
Remote Similarity	0.6624	NPC11089
Remote Similarity	0.6623	NPC470510
Remote Similarity	0.6622	NPC290470
Remote Similarity	0.6622	NPC154256
Remote Similarity	0.6609	NPC293871
Remote Similarity	0.6609	NPC127362
Remote Similarity	0.6609	NPC124433
Remote Similarity	0.6604	NPC85435
Remote Similarity	0.6603	NPC222572
Remote Similarity	0.6603	NPC39064
Remote Similarity	0.6603	NPC47283
Remote Similarity	0.6603	NPC87224
Remote Similarity	0.6601	NPC315632
Remote Similarity	0.66	NPC43275
Remote Similarity	0.6591	NPC310894
Remote Similarity	0.659	NPC18402
Remote Similarity	0.6588	NPC2295
Remote Similarity	0.6588	NPC477564
Remote Similarity	0.6584	NPC3049
Remote Similarity	0.6584	NPC18189
Remote Similarity	0.6584	NPC262585
Remote Similarity	0.6584	NPC20829
Remote Similarity	0.6584	NPC321285
Remote Similarity	0.6584	NPC471316
Remote Similarity	0.6582	NPC274732
Remote Similarity	0.6582	NPC214869
Remote Similarity	0.6582	NPC103799
Remote Similarity	0.6579	NPC190454
Remote Similarity	0.6579	NPC97432
Remote Similarity	0.6576	NPC471395
Remote Similarity	0.6573	NPC186469
Remote Similarity	0.657	NPC78359
Remote Similarity	0.657	NPC235628
Remote Similarity	0.657	NPC148014
Remote Similarity	0.657	NPC475326
Remote Similarity	0.657	NPC40389
Remote Similarity	0.657	NPC65490
Remote Similarity	0.657	NPC129603
Remote Similarity	0.657	NPC315707
Remote Similarity	0.6568	NPC474560
Remote Similarity	0.6568	NPC476741
Remote Similarity	0.6566	NPC245974
Remote Similarity	0.6562	NPC49603
Remote Similarity	0.6562	NPC187616
Remote Similarity	0.6562	NPC193026
Remote Similarity	0.6561	NPC52029
Remote Similarity	0.6561	NPC97326
Remote Similarity	0.6561	NPC195749
Remote Similarity	0.6561	NPC35961
Remote Similarity	0.6556	NPC60589
Remote Similarity	0.6556	NPC321133
Remote Similarity	0.6556	NPC469708
Remote Similarity	0.6548	NPC103379
Remote Similarity	0.6548	NPC139699
Remote Similarity	0.6548	NPC114659
Remote Similarity	0.6548	NPC477565
Remote Similarity	0.6543	NPC474687
Remote Similarity	0.6541	NPC230219
Remote Similarity	0.6541	NPC261619
Remote Similarity	0.6541	NPC185604
Remote Similarity	0.6541	NPC126029
Remote Similarity	0.6541	NPC61477
Remote Similarity	0.6541	NPC18842
Remote Similarity	0.6541	NPC219876
Remote Similarity	0.6541	NPC78770
Remote Similarity	0.6541	NPC15658
Remote Similarity	0.6538	NPC251571
Remote Similarity	0.6538	NPC153990
Remote Similarity	0.6538	NPC469386
Remote Similarity	0.6538	NPC473993
Remote Similarity	0.6538	NPC198798
Remote Similarity	0.6536	NPC150026
Remote Similarity	0.6536	NPC228040

Drug Structure

NPD681 OpenBabel08201723412D 24 26 0 0 1 0 0 0 0 0999 V2000 -2.7026 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -0.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 -1.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 1.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -0.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -2.4945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9706 -3.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 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 -0.1045 -0.9945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8366 2.0055 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -3.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 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 -0.1045 -3.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0169 -2.3794 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3849 1.1215 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -1.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -3.4945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 -4.9945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9680 -2.6884 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3794 1.2260 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 7 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 8 1 0 0 0 0 5 13 1 0 0 0 0 6 7 2 0 0 0 0 6 12 1 0 0 0 0 7 20 1 0 0 0 0 8 9 1 1 0 0 0 8 20 1 0 0 0 0 9 14 2 0 0 0 0 9 17 1 0 0 0 0 10 12 1 0 0 0 0 10 15 2 0 0 0 0 10 18 1 0 0 0 0 11 15 1 0 0 0 0 11 16 2 0 0 0 0 11 19 1 0 0 0 0 12 4 1 1 0 0 0 12 16 1 0 0 0 0 14 21 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000311
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	160024
ChEBI
CAS Number

Drug Properties

Molecular Weight	279.07
ALogP	-0.2334
MLogP	1.9
XLogP	0.867
HDA	6
HBD	4
Rotatable Bonds	5
TPSA	118.49
RO5 Violation	0