NPASS drugs

Drug Information

Drug ID:	NPD2714
Drug Name:
Molecular Formula:	C18H11BrClN5O5
Canonical SMILES:	Brc1cnc(nc1)Oc1ccc(cc1Cl)N=C(N=C(c1ccccc1N(=O)=O)O)O
Standard InCHI:	InChI=1S/C18H11BrClN5O5/c19-10-8-21-18(22-9-10)30-15-6-5-11(7-13(15)20)23-17(27)24-16(26)12-3-1-2-4-14(12)25(28)29/h1-9H,(H2,23,24,26,27)
Standard InCHIKey:	WKXWMGOTZJGIIK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2714

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	608
0.1-0.2	7977
0.2-0.3	5444
0.3-0.4	12150
0.4-0.5	3413
0.5-0.6	1192
0.6-0.7	106
0.7-0.8	0
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
Remote Similarity	0.6976	NPC56271
Remote Similarity	0.6938	NPC164664
Remote Similarity	0.6837	NPC144114
Remote Similarity	0.6765	NPC130570
Remote Similarity	0.6759	NPC477891
Remote Similarity	0.6714	NPC208060
Remote Similarity	0.6699	NPC224632
Remote Similarity	0.6682	NPC254762
Remote Similarity	0.668	NPC471614
Remote Similarity	0.6581	NPC242923
Remote Similarity	0.6577	NPC472289
Remote Similarity	0.6573	NPC278874
Remote Similarity	0.6512	NPC476686
Remote Similarity	0.6512	NPC105758
Remote Similarity	0.6512	NPC476688
Remote Similarity	0.6425	NPC471785
Remote Similarity	0.6398	NPC113369
Remote Similarity	0.6395	NPC329708
Remote Similarity	0.6395	NPC274291
Remote Similarity	0.6395	NPC47059
Remote Similarity	0.6395	NPC264166
Remote Similarity	0.6395	NPC118832
Remote Similarity	0.6395	NPC165349
Remote Similarity	0.6385	NPC177404
Remote Similarity	0.6376	NPC267928
Remote Similarity	0.6368	NPC323345
Remote Similarity	0.6368	NPC470164
Remote Similarity	0.6356	NPC230805
Remote Similarity	0.6326	NPC471178
Remote Similarity	0.631	NPC30540
Remote Similarity	0.6308	NPC124542
Remote Similarity	0.6308	NPC59779
Remote Similarity	0.6308	NPC471177
Remote Similarity	0.6276	NPC471603
Remote Similarity	0.6265	NPC472068
Remote Similarity	0.6265	NPC160666
Remote Similarity	0.6256	NPC471593
Remote Similarity	0.6255	NPC308906
Remote Similarity	0.6244	NPC26850
Remote Similarity	0.6235	NPC132631
Remote Similarity	0.6235	NPC103687
Remote Similarity	0.6233	NPC470474
Remote Similarity	0.6233	NPC266551
Remote Similarity	0.621	NPC121658
Remote Similarity	0.621	NPC14651
Remote Similarity	0.6201	NPC195268
Remote Similarity	0.6201	NPC133140
Remote Similarity	0.6183	NPC266931
Remote Similarity	0.6176	NPC476465
Remote Similarity	0.6174	NPC307963
Remote Similarity	0.6164	NPC476518
Remote Similarity	0.6148	NPC197141
Remote Similarity	0.6148	NPC173080
Remote Similarity	0.6141	NPC202605
Remote Similarity	0.6141	NPC112206
Remote Similarity	0.6134	NPC193238
Remote Similarity	0.6129	NPC166655
Remote Similarity	0.6129	NPC97367
Remote Similarity	0.6122	NPC193267
Remote Similarity	0.6122	NPC250178
Remote Similarity	0.6122	NPC213530
Remote Similarity	0.6121	NPC251090
Remote Similarity	0.6111	NPC287437
Remote Similarity	0.6109	NPC477111
Remote Similarity	0.6109	NPC295452
Remote Similarity	0.6109	NPC171393
Remote Similarity	0.6092	NPC472067
Remote Similarity	0.6092	NPC472031
Remote Similarity	0.6092	NPC477113
Remote Similarity	0.6092	NPC472066
Remote Similarity	0.6089	NPC161887
Remote Similarity	0.6089	NPC219963
Remote Similarity	0.6085	NPC176538
Remote Similarity	0.6085	NPC234197
Remote Similarity	0.6085	NPC315957
Remote Similarity	0.6078	NPC280638
Remote Similarity	0.6076	NPC475774
Remote Similarity	0.607	NPC296527
Remote Similarity	0.6066	NPC62995
Remote Similarity	0.6066	NPC274982
Remote Similarity	0.6061	NPC99666
Remote Similarity	0.605	NPC285558
Remote Similarity	0.605	NPC36229
Remote Similarity	0.605	NPC476581
Remote Similarity	0.605	NPC16452
Remote Similarity	0.6047	NPC39092
Remote Similarity	0.6044	NPC222592
Remote Similarity	0.6044	NPC168486
Remote Similarity	0.6043	NPC4071
Remote Similarity	0.6043	NPC476578
Remote Similarity	0.6043	NPC476582
Remote Similarity	0.6043	NPC76748
Remote Similarity	0.6042	NPC82548
Remote Similarity	0.6033	NPC208284
Remote Similarity	0.6032	NPC115595
Remote Similarity	0.6028	NPC26872
Remote Similarity	0.6026	NPC66083
Remote Similarity	0.6026	NPC77555
Remote Similarity	0.6018	NPC314940
Remote Similarity	0.6018	NPC473764
Remote Similarity	0.6017	NPC92111
Remote Similarity	0.6017	NPC19872
Remote Similarity	0.6009	NPC48192
Remote Similarity	0.6008	NPC300114
Remote Similarity	0.6	NPC228206
Remote Similarity	0.6	NPC477110
Remote Similarity	0.5992	NPC315822
Remote Similarity	0.5992	NPC31930
Remote Similarity	0.5992	NPC11464
Remote Similarity	0.5991	NPC252590
Remote Similarity	0.5991	NPC324149
Remote Similarity	0.5984	NPC162530
Remote Similarity	0.5984	NPC477610
Remote Similarity	0.5983	NPC475070
Remote Similarity	0.5983	NPC242209
Remote Similarity	0.5982	NPC288943
Remote Similarity	0.5977	NPC470017
Remote Similarity	0.5976	NPC473513
Remote Similarity	0.5975	NPC287208
Remote Similarity	0.5966	NPC289786
Remote Similarity	0.5966	NPC329541
Remote Similarity	0.5962	NPC477806
Remote Similarity	0.5962	NPC477805
Remote Similarity	0.5962	NPC477795
Remote Similarity	0.5962	NPC477796
Remote Similarity	0.5961	NPC141053
Remote Similarity	0.5958	NPC476124
Remote Similarity	0.5958	NPC476121
Remote Similarity	0.5958	NPC472111
Remote Similarity	0.5956	NPC283152
Remote Similarity	0.5953	NPC184225
Remote Similarity	0.5953	NPC470022
Remote Similarity	0.5951	NPC204446
Remote Similarity	0.5951	NPC473822
Remote Similarity	0.595	NPC174672
Remote Similarity	0.5949	NPC121772
Remote Similarity	0.5949	NPC477019
Remote Similarity	0.5943	NPC128084
Remote Similarity	0.5939	NPC314002
Remote Similarity	0.5939	NPC20249
Remote Similarity	0.5938	NPC312872
Remote Similarity	0.5926	NPC123976
Remote Similarity	0.5926	NPC85273
Remote Similarity	0.5926	NPC5145
Remote Similarity	0.5926	NPC167860
Remote Similarity	0.5924	NPC232727
Remote Similarity	0.5921	NPC220765
Remote Similarity	0.592	NPC118121
Remote Similarity	0.5915	NPC473053
Remote Similarity	0.5911	NPC469727
Remote Similarity	0.5909	NPC473057
Remote Similarity	0.5904	NPC174049
Remote Similarity	0.5901	NPC44161
Remote Similarity	0.59	NPC211813
Remote Similarity	0.5895	NPC62069
Remote Similarity	0.5895	NPC204717
Remote Similarity	0.5894	NPC161801
Remote Similarity	0.5893	NPC111624
Remote Similarity	0.589	NPC224928
Remote Similarity	0.589	NPC25899
Remote Similarity	0.5887	NPC206251
Remote Similarity	0.5887	NPC74382
Remote Similarity	0.5885	NPC80596
Remote Similarity	0.5885	NPC184964
Remote Similarity	0.5885	NPC174758
Remote Similarity	0.588	NPC310118
Remote Similarity	0.5878	NPC171409
Remote Similarity	0.5878	NPC296482
Remote Similarity	0.5878	NPC316981
Remote Similarity	0.5878	NPC202768
Remote Similarity	0.5878	NPC96405
Remote Similarity	0.5878	NPC53069
Remote Similarity	0.5875	NPC223427
Remote Similarity	0.5874	NPC74619
Remote Similarity	0.587	NPC470799
Remote Similarity	0.587	NPC8022
Remote Similarity	0.5868	NPC313189
Remote Similarity	0.5868	NPC135549
Remote Similarity	0.5865	NPC471312
Remote Similarity	0.5862	NPC32771
Remote Similarity	0.5861	NPC309845
Remote Similarity	0.5861	NPC290689
Remote Similarity	0.5861	NPC188420
Remote Similarity	0.5859	NPC472168
Remote Similarity	0.5857	NPC216612
Remote Similarity	0.5857	NPC122463
Remote Similarity	0.5853	NPC295228
Remote Similarity	0.5851	NPC470500
Remote Similarity	0.5848	NPC85482
Remote Similarity	0.5847	NPC194967
Remote Similarity	0.5847	NPC222018
Remote Similarity	0.5847	NPC12100
Remote Similarity	0.5847	NPC13880
Remote Similarity	0.5844	NPC18348
Remote Similarity	0.5844	NPC171171
Remote Similarity	0.5833	NPC322482
Remote Similarity	0.583	NPC237740
Remote Similarity	0.583	NPC235076
Remote Similarity	0.583	NPC226202
Remote Similarity	0.5827	NPC187145

Drug Structure

NPD2714 OpenBabel08211702552D 32 34 0 0 0 0 0 0 0 0999 V2000 -9.5263 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 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 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 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 0.8660 -1.5000 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 -7.7942 -3.5000 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 -7.7942 -4.5000 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 -6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 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 1.7321 -2.0000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 Cl 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 12 2 0 0 0 0 4 14 2 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 15 1 0 0 0 0 7 11 2 0 0 0 0 7 13 1 0 0 0 0 8 10 2 0 0 0 0 8 21 1 0 0 0 0 9 10 1 0 0 0 0 9 22 2 0 0 0 0 10 19 1 0 0 0 0 11 23 1 0 0 0 0 12 14 1 0 0 0 0 12 16 1 0 0 0 0 13 15 2 0 0 0 0 13 20 1 0 0 0 0 14 25 1 0 0 0 0 15 30 1 0 0 0 0 16 24 2 3 0 0 0 16 26 1 0 0 0 0 17 23 2 3 0 0 0 17 24 1 0 0 0 0 17 27 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 18 30 1 0 0 0 0 25 28 2 0 0 0 0 25 29 2 0 0 0 0 26 31 1 0 0 0 0 27 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010841
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	128803
ChEBI
CAS Number

Drug Properties

Molecular Weight	490.96
ALogP	1.8481
MLogP	2.12
XLogP	4.918
HDA	6
HBD	2
Rotatable Bonds	11
TPSA	143.33
RO5 Violation	0