NPASS drugs

Drug Information

Drug ID:	NPD1009
Drug Name:
Molecular Formula:	C13H15BrN4O2
Canonical SMILES:	COc1cc(cc(c1Br)OC)Cc1c[nH]c(=N)[nH]c1=N
Standard InCHI:	InChI=1S/C13H15BrN4O2/c1-19-9-4-7(5-10(20-2)11(9)14)3-8-6-17-13(16)18-12(8)15/h4-6H,3H2,1-2H3,(H4,15,16,17,18)
Standard InCHIKey:	BFCRRLMMHNLSCP-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1009

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	257
0.1-0.2	2195
0.2-0.3	10102
0.3-0.4	3329
0.4-0.5	9861
0.5-0.6	4978
0.6-0.7	165
0.7-0.8	3
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	0.725	NPC470247
Intermediate Similarity	0.7208	NPC135173
Intermediate Similarity	0.7089	NPC235633
Remote Similarity	0.6987	NPC262641
Remote Similarity	0.6839	NPC247251
Remote Similarity	0.6815	NPC471321
Remote Similarity	0.6815	NPC471306
Remote Similarity	0.6792	NPC158078
Remote Similarity	0.679	NPC470470
Remote Similarity	0.679	NPC197045
Remote Similarity	0.6774	NPC105513
Remote Similarity	0.677	NPC470471
Remote Similarity	0.6722	NPC143450
Remote Similarity	0.6706	NPC13397
Remote Similarity	0.6687	NPC470472
Remote Similarity	0.6646	NPC291847
Remote Similarity	0.6626	NPC470248
Remote Similarity	0.6608	NPC47672
Remote Similarity	0.659	NPC233926
Remote Similarity	0.659	NPC156311
Remote Similarity	0.6588	NPC76412
Remote Similarity	0.6587	NPC78530
Remote Similarity	0.6564	NPC237227
Remote Similarity	0.6545	NPC470250
Remote Similarity	0.6534	NPC22014
Remote Similarity	0.6524	NPC470249
Remote Similarity	0.6519	NPC110131
Remote Similarity	0.6485	NPC474673
Remote Similarity	0.6467	NPC474128
Remote Similarity	0.6456	NPC272463
Remote Similarity	0.6446	NPC128877
Remote Similarity	0.6443	NPC303521
Remote Similarity	0.6443	NPC2682
Remote Similarity	0.6433	NPC298486
Remote Similarity	0.642	NPC476570
Remote Similarity	0.6416	NPC469711
Remote Similarity	0.6402	NPC303993
Remote Similarity	0.64	NPC21890
Remote Similarity	0.6392	NPC217277
Remote Similarity	0.6391	NPC135349
Remote Similarity	0.6391	NPC79076
Remote Similarity	0.6369	NPC326241
Remote Similarity	0.6358	NPC258222
Remote Similarity	0.6351	NPC35543
Remote Similarity	0.6347	NPC296898
Remote Similarity	0.6346	NPC289330
Remote Similarity	0.6346	NPC17388
Remote Similarity	0.6346	NPC160120
Remote Similarity	0.6346	NPC53596
Remote Similarity	0.6346	NPC471308
Remote Similarity	0.6333	NPC168657
Remote Similarity	0.6331	NPC308571
Remote Similarity	0.6329	NPC471314
Remote Similarity	0.6329	NPC471315
Remote Similarity	0.6324	NPC181905
Remote Similarity	0.6322	NPC265473
Remote Similarity	0.6322	NPC276665
Remote Similarity	0.6309	NPC245115
Remote Similarity	0.6307	NPC292003
Remote Similarity	0.6304	NPC254053
Remote Similarity	0.6287	NPC214036
Remote Similarity	0.6287	NPC113236
Remote Similarity	0.6287	NPC213471
Remote Similarity	0.6284	NPC164576
Remote Similarity	0.6275	NPC22610
Remote Similarity	0.6275	NPC276737
Remote Similarity	0.6267	NPC82016
Remote Similarity	0.6258	NPC120075
Remote Similarity	0.625	NPC114124
Remote Similarity	0.6242	NPC186469
Remote Similarity	0.6242	NPC160692
Remote Similarity	0.6234	NPC53906
Remote Similarity	0.6234	NPC167934
Remote Similarity	0.6225	NPC94045
Remote Similarity	0.6216	NPC42383
Remote Similarity	0.6211	NPC29477
Remote Similarity	0.6209	NPC204120
Remote Similarity	0.6203	NPC183262
Remote Similarity	0.62	NPC97811
Remote Similarity	0.6194	NPC114064
Remote Similarity	0.6194	NPC141090
Remote Similarity	0.6194	NPC150624
Remote Similarity	0.6193	NPC127402
Remote Similarity	0.619	NPC477254
Remote Similarity	0.6188	NPC211218
Remote Similarity	0.6185	NPC296085
Remote Similarity	0.6178	NPC43275
Remote Similarity	0.6173	NPC322366
Remote Similarity	0.6171	NPC109968
Remote Similarity	0.6167	NPC7393
Remote Similarity	0.6162	NPC473450
Remote Similarity	0.6159	NPC165386
Remote Similarity	0.6154	NPC127894
Remote Similarity	0.6154	NPC15860
Remote Similarity	0.6154	NPC195466
Remote Similarity	0.6154	NPC221549
Remote Similarity	0.6154	NPC33270
Remote Similarity	0.6154	NPC40321
Remote Similarity	0.6154	NPC69261
Remote Similarity	0.6154	NPC244816
Remote Similarity	0.6154	NPC470759
Remote Similarity	0.6154	NPC219070
Remote Similarity	0.6154	NPC50521
Remote Similarity	0.6154	NPC474933
Remote Similarity	0.6149	NPC95733
Remote Similarity	0.6149	NPC62101
Remote Similarity	0.6145	NPC190931
Remote Similarity	0.6144	NPC280606
Remote Similarity	0.6129	NPC808
Remote Similarity	0.6118	NPC106141
Remote Similarity	0.6118	NPC77572
Remote Similarity	0.6114	NPC37144
Remote Similarity	0.6114	NPC59907
Remote Similarity	0.6111	NPC195766
Remote Similarity	0.6111	NPC206736
Remote Similarity	0.6096	NPC475976
Remote Similarity	0.6095	NPC253429
Remote Similarity	0.6095	NPC214988
Remote Similarity	0.6092	NPC71629
Remote Similarity	0.6092	NPC473934
Remote Similarity	0.609	NPC203113
Remote Similarity	0.6089	NPC107602
Remote Similarity	0.6089	NPC169742
Remote Similarity	0.6087	NPC328267
Remote Similarity	0.6084	NPC118419
Remote Similarity	0.6078	NPC203924
Remote Similarity	0.6078	NPC296920
Remote Similarity	0.6078	NPC90520
Remote Similarity	0.6078	NPC255068
Remote Similarity	0.6076	NPC475961
Remote Similarity	0.6076	NPC184302
Remote Similarity	0.6076	NPC254625
Remote Similarity	0.6076	NPC15805
Remote Similarity	0.6074	NPC301713
Remote Similarity	0.6069	NPC244338
Remote Similarity	0.6065	NPC180508
Remote Similarity	0.6065	NPC228287
Remote Similarity	0.6062	NPC211992
Remote Similarity	0.6051	NPC223236
Remote Similarity	0.6051	NPC259350
Remote Similarity	0.6051	NPC64066
Remote Similarity	0.6048	NPC267237
Remote Similarity	0.6038	NPC321133
Remote Similarity	0.6034	NPC110337
Remote Similarity	0.6026	NPC303370
Remote Similarity	0.6023	NPC168861
Remote Similarity	0.6023	NPC212850
Remote Similarity	0.6023	NPC83289
Remote Similarity	0.6023	NPC470709
Remote Similarity	0.6023	NPC189724
Remote Similarity	0.6022	NPC90245
Remote Similarity	0.6022	NPC474881
Remote Similarity	0.602	NPC476565
Remote Similarity	0.6013	NPC474612
Remote Similarity	0.6013	NPC190514
Remote Similarity	0.6013	NPC63083
Remote Similarity	0.6013	NPC166591
Remote Similarity	0.6011	NPC228040
Remote Similarity	0.6	NPC223077
Remote Similarity	0.6	NPC59387
Remote Similarity	0.6	NPC475396
Remote Similarity	0.6	NPC218753
Remote Similarity	0.6	NPC193853
Remote Similarity	0.6	NPC56887
Remote Similarity	0.6	NPC26524
Remote Similarity	0.6	NPC472596
Remote Similarity	0.6	NPC254610
Remote Similarity	0.6	NPC102639
Remote Similarity	0.5988	NPC307123
Remote Similarity	0.5988	NPC97870
Remote Similarity	0.5988	NPC323204
Remote Similarity	0.5988	NPC247018
Remote Similarity	0.5988	NPC140359
Remote Similarity	0.5988	NPC13020
Remote Similarity	0.5987	NPC146530
Remote Similarity	0.5987	NPC309982
Remote Similarity	0.5987	NPC258992
Remote Similarity	0.5987	NPC123948
Remote Similarity	0.5976	NPC11147
Remote Similarity	0.5975	NPC308217
Remote Similarity	0.5975	NPC119949
Remote Similarity	0.5975	NPC20674
Remote Similarity	0.5975	NPC85895
Remote Similarity	0.5975	NPC137294
Remote Similarity	0.5974	NPC166837
Remote Similarity	0.5971	NPC113369
Remote Similarity	0.597	NPC156055
Remote Similarity	0.5969	NPC102245
Remote Similarity	0.5968	NPC204947
Remote Similarity	0.5968	NPC477255
Remote Similarity	0.5965	NPC299583
Remote Similarity	0.5964	NPC160193
Remote Similarity	0.5964	NPC474087
Remote Similarity	0.5964	NPC99280
Remote Similarity	0.5963	NPC477886
Remote Similarity	0.5963	NPC212965
Remote Similarity	0.5963	NPC476633
Remote Similarity	0.5957	NPC472894
Remote Similarity	0.5949	NPC471503
Remote Similarity	0.5949	NPC471498

Drug Structure

NPD1009 OpenBabel08201723592D 24 25 0 0 0 0 0 0 0 0999 V2000 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 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 4.3301 -0.5000 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 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 5.1962 0.0000 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 5.1962 1.0000 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 Br 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 -0.8660 1.5000 0.0000 N 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 6.0622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 20 1 0 0 0 0 3 7 1 0 0 0 0 3 8 1 0 0 0 0 4 7 2 0 0 0 0 4 9 1 0 0 0 0 5 7 1 0 0 0 0 5 10 2 0 0 0 0 6 8 2 0 0 0 0 6 17 1 0 0 0 0 8 12 1 0 0 0 0 9 11 2 0 0 0 0 9 19 1 0 0 0 0 10 11 1 0 0 0 0 10 20 1 0 0 0 0 11 14 1 0 0 0 0 12 15 2 0 0 0 0 12 18 1 0 0 0 0 13 16 2 0 0 0 0 13 17 1 0 0 0 0 13 18 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002873
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	338.04
ALogP	0.5578
MLogP	2.12
XLogP	3.051
HDA	4
HBD	4
Rotatable Bonds	7
TPSA	90.22
RO5 Violation	0