NPASS drugs

Drug Information

Drug ID:	NPD2290
Drug Name:	AS-3201
Molecular Formula:	C17H11BrFN3O4
Canonical SMILES:	OC1=NC(=O)[C@]2(C1)C(=O)N(Cc1ccc(cc1F)Br)C(=O)c1n2ccc1
Standard InCHI:	InChI=1S/C17H11BrFN3O4/c18-10-4-3-9(11(19)6-10)8-21-14(24)12-2-1-5-22(12)17(16(21)26)7-13(23)20-15(17)25/h1-6H,7-8H2,(H,20,23,25)/t17-/m1/s1
Standard InCHIKey:	QCVNMNYRNIMDKV-QGZVFWFLSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD2290

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	340
0.1-0.2	4595
0.2-0.3	13259
0.3-0.4	8854
0.4-0.5	1644
0.5-0.6	1567
0.6-0.7	608
0.7-0.8	23
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	0.774	NPC472260
Intermediate Similarity	0.7594	NPC469529
Intermediate Similarity	0.7486	NPC473706
Intermediate Similarity	0.7459	NPC474383
Intermediate Similarity	0.7363	NPC477004
Intermediate Similarity	0.7192	NPC237414
Intermediate Similarity	0.7189	NPC27296
Intermediate Similarity	0.7157	NPC46022
Intermediate Similarity	0.7157	NPC112489
Intermediate Similarity	0.712	NPC54214
Intermediate Similarity	0.7108	NPC19696
Intermediate Similarity	0.7108	NPC136957
Intermediate Similarity	0.7107	NPC476423
Intermediate Similarity	0.7094	NPC475286
Intermediate Similarity	0.7094	NPC174281
Intermediate Similarity	0.7081	NPC474236
Intermediate Similarity	0.7081	NPC476524
Intermediate Similarity	0.7053	NPC478183
Intermediate Similarity	0.7047	NPC97106
Intermediate Similarity	0.7037	NPC476418
Intermediate Similarity	0.7024	NPC474767
Intermediate Similarity	0.701	NPC476419
Intermediate Similarity	0.701	NPC136441
Remote Similarity	0.6995	NPC46811
Remote Similarity	0.699	NPC73994
Remote Similarity	0.6984	NPC478185
Remote Similarity	0.6983	NPC316811
Remote Similarity	0.6973	NPC217021
Remote Similarity	0.6973	NPC470679
Remote Similarity	0.6963	NPC114637
Remote Similarity	0.6961	NPC48117
Remote Similarity	0.6961	NPC476526
Remote Similarity	0.6961	NPC329765
Remote Similarity	0.6959	NPC37268
Remote Similarity	0.6952	NPC74357
Remote Similarity	0.6948	NPC470702
Remote Similarity	0.6948	NPC473218
Remote Similarity	0.6942	NPC153123
Remote Similarity	0.6942	NPC268744
Remote Similarity	0.6942	NPC475914
Remote Similarity	0.6942	NPC220797
Remote Similarity	0.6942	NPC474318
Remote Similarity	0.6942	NPC201266
Remote Similarity	0.6939	NPC248462
Remote Similarity	0.6935	NPC133003
Remote Similarity	0.6919	NPC473878
Remote Similarity	0.6916	NPC470703
Remote Similarity	0.6911	NPC233380
Remote Similarity	0.6908	NPC13456
Remote Similarity	0.6908	NPC77241
Remote Similarity	0.6908	NPC166209
Remote Similarity	0.6908	NPC269203
Remote Similarity	0.6904	NPC24864
Remote Similarity	0.6902	NPC100726
Remote Similarity	0.6884	NPC477003
Remote Similarity	0.6878	NPC80681
Remote Similarity	0.6878	NPC293487
Remote Similarity	0.6872	NPC472288
Remote Similarity	0.6872	NPC469938
Remote Similarity	0.6872	NPC65408
Remote Similarity	0.6866	NPC469717
Remote Similarity	0.6863	NPC474180
Remote Similarity	0.6863	NPC188821
Remote Similarity	0.6859	NPC478182
Remote Similarity	0.685	NPC295158
Remote Similarity	0.684	NPC476525
Remote Similarity	0.6835	NPC168209
Remote Similarity	0.6823	NPC2414
Remote Similarity	0.6818	NPC175150
Remote Similarity	0.6818	NPC243633
Remote Similarity	0.6818	NPC61011
Remote Similarity	0.6812	NPC474916
Remote Similarity	0.6812	NPC474389
Remote Similarity	0.681	NPC317701
Remote Similarity	0.6809	NPC209362
Remote Similarity	0.6802	NPC83774
Remote Similarity	0.68	NPC46895
Remote Similarity	0.68	NPC228835
Remote Similarity	0.68	NPC110158
Remote Similarity	0.6793	NPC467188
Remote Similarity	0.6791	NPC70406
Remote Similarity	0.6788	NPC56233
Remote Similarity	0.6784	NPC184932
Remote Similarity	0.6784	NPC472861
Remote Similarity	0.6782	NPC17059
Remote Similarity	0.678	NPC19342
Remote Similarity	0.6779	NPC81535
Remote Similarity	0.6771	NPC306160
Remote Similarity	0.6771	NPC206148
Remote Similarity	0.6771	NPC478184
Remote Similarity	0.6769	NPC273532
Remote Similarity	0.6768	NPC11126
Remote Similarity	0.6765	NPC473763
Remote Similarity	0.6765	NPC117244
Remote Similarity	0.6765	NPC476460
Remote Similarity	0.6762	NPC57398
Remote Similarity	0.6762	NPC106757
Remote Similarity	0.6755	NPC251391
Remote Similarity	0.6753	NPC70949
Remote Similarity	0.675	NPC159125
Remote Similarity	0.6733	NPC63571
Remote Similarity	0.6733	NPC94752
Remote Similarity	0.672	NPC105811
Remote Similarity	0.6718	NPC32534
Remote Similarity	0.6717	NPC157583
Remote Similarity	0.6717	NPC64436
Remote Similarity	0.6716	NPC469814
Remote Similarity	0.6712	NPC475736
Remote Similarity	0.6712	NPC476817
Remote Similarity	0.6701	NPC41717
Remote Similarity	0.67	NPC310633
Remote Similarity	0.67	NPC191415
Remote Similarity	0.6698	NPC88115
Remote Similarity	0.6684	NPC274981
Remote Similarity	0.6684	NPC227489
Remote Similarity	0.6684	NPC476421
Remote Similarity	0.6684	NPC28096
Remote Similarity	0.6684	NPC226835
Remote Similarity	0.6683	NPC167710
Remote Similarity	0.6667	NPC312860
Remote Similarity	0.6667	NPC470680
Remote Similarity	0.6667	NPC102755
Remote Similarity	0.6667	NPC93390
Remote Similarity	0.6667	NPC100104
Remote Similarity	0.6667	NPC121903
Remote Similarity	0.665	NPC476527
Remote Similarity	0.665	NPC111566
Remote Similarity	0.665	NPC80528
Remote Similarity	0.6649	NPC471655
Remote Similarity	0.6649	NPC313889
Remote Similarity	0.6649	NPC213914
Remote Similarity	0.6636	NPC471193
Remote Similarity	0.6636	NPC471194
Remote Similarity	0.6635	NPC471944
Remote Similarity	0.6635	NPC9635
Remote Similarity	0.6635	NPC179701
Remote Similarity	0.6634	NPC207851
Remote Similarity	0.6633	NPC284775
Remote Similarity	0.662	NPC472259
Remote Similarity	0.6619	NPC293917
Remote Similarity	0.6618	NPC476414
Remote Similarity	0.6618	NPC326422
Remote Similarity	0.6615	NPC474492
Remote Similarity	0.6603	NPC262898
Remote Similarity	0.6603	NPC78767
Remote Similarity	0.6603	NPC473814
Remote Similarity	0.6601	NPC311282
Remote Similarity	0.6599	NPC82331
Remote Similarity	0.6598	NPC265100
Remote Similarity	0.6596	NPC123906
Remote Similarity	0.6592	NPC324611
Remote Similarity	0.6589	NPC82053
Remote Similarity	0.6587	NPC202812
Remote Similarity	0.6585	NPC213629
Remote Similarity	0.6584	NPC470205
Remote Similarity	0.6584	NPC270834
Remote Similarity	0.6579	NPC200553
Remote Similarity	0.6579	NPC281094
Remote Similarity	0.6579	NPC279189
Remote Similarity	0.6573	NPC71236
Remote Similarity	0.6571	NPC171317
Remote Similarity	0.657	NPC476413
Remote Similarity	0.657	NPC216550
Remote Similarity	0.6567	NPC40530
Remote Similarity	0.6567	NPC182940
Remote Similarity	0.6567	NPC314281
Remote Similarity	0.6564	NPC274229
Remote Similarity	0.6555	NPC77061
Remote Similarity	0.6555	NPC292361
Remote Similarity	0.6553	NPC324091
Remote Similarity	0.6552	NPC37152
Remote Similarity	0.6552	NPC470003
Remote Similarity	0.6548	NPC91895
Remote Similarity	0.6548	NPC97343
Remote Similarity	0.6546	NPC242116
Remote Similarity	0.6538	NPC473821
Remote Similarity	0.6531	NPC474696
Remote Similarity	0.6524	NPC260041
Remote Similarity	0.6522	NPC174489
Remote Similarity	0.652	NPC156003
Remote Similarity	0.6517	NPC12649
Remote Similarity	0.6517	NPC276540
Remote Similarity	0.6517	NPC313823
Remote Similarity	0.6517	NPC233050
Remote Similarity	0.6515	NPC469976
Remote Similarity	0.6514	NPC72956
Remote Similarity	0.6513	NPC73687
Remote Similarity	0.6509	NPC121327
Remote Similarity	0.6508	NPC102664
Remote Similarity	0.6507	NPC63031
Remote Similarity	0.65	NPC474958
Remote Similarity	0.65	NPC50562
Remote Similarity	0.6494	NPC162002
Remote Similarity	0.6493	NPC131887
Remote Similarity	0.6486	NPC238499
Remote Similarity	0.6485	NPC79777
Remote Similarity	0.6484	NPC6865
Remote Similarity	0.6484	NPC153980
Remote Similarity	0.6482	NPC161861
Remote Similarity	0.6477	NPC129721

Drug Structure

NPD2290 OpenBabel08211702172D 27 30 0 0 1 0 0 0 0 0999 V2000 0.3256 -1.5316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6369 -1.4305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3524 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1904 -0.4839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7192 -0.6475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0285 0.9677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1012 1.9302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5143 1.4516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3524 0.9677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0285 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1904 1.4516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8381 -0.4839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0478 2.1314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6762 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8841 0.5741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8381 1.4516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9677 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.8666 -0.4839 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -4.1904 2.4194 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.5316 1.2933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6762 0.9677 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 1.4414 3.0155 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5143 -0.4839 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2865 -1.3191 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8381 2.4194 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4038 3.1166 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 5 2 0 0 0 0 2 12 2 0 0 0 0 3 4 2 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 22 1 0 0 0 0 6 10 2 0 0 0 0 6 11 1 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 8 21 1 0 0 0 0 9 11 2 0 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 12 14 1 0 0 0 0 12 22 1 0 0 0 0 13 20 2 0 0 0 0 13 23 1 0 0 0 0 14 21 1 0 0 0 0 14 24 2 0 0 0 0 15 17 1 0 0 0 0 15 20 1 0 0 0 0 15 25 2 0 0 0 0 16 17 1 0 0 0 0 16 21 1 0 0 0 0 16 26 2 0 0 0 0 17 7 1 6 0 0 0 17 22 1 0 0 0 0 23 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003522; DNCL002967
DrugBank	DB05327
ChEMBL	CHEMBL334830
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	153948
ChEBI
CAS Number	147254-64-6

Drug Properties

Molecular Weight	418.99
ALogP	-0.4664
MLogP	2.34
XLogP	1.894
HDA	7
HBD	1
Rotatable Bonds	5
TPSA	91.97
RO5 Violation	0