NPASS drugs

Drug Information

Drug ID:	NPD1044
Drug Name:
Molecular Formula:	C13H16N4O2
Canonical SMILES:	COc1cc(ccc1OC)Cc1c[nH]c(=N)[nH]c1=N
Standard InCHI:	InChI=1S/C13H16N4O2/c1-18-10-4-3-8(6-11(10)19-2)5-9-7-16-13(15)17-12(9)14/h3-4,6-7H,5H2,1-2H3,(H4,14,15,16,17)
Standard InCHIKey:	LDBTVAXGKYIFHO-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1044

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	183
0.1-0.2	1417
0.2-0.3	8885
0.3-0.4	4181
0.4-0.5	7406
0.5-0.6	7202
0.6-0.7	1502
0.7-0.8	112
0.8-0.85	2
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	0.8322	NPC13397
Intermediate Similarity	0.8162	NPC298486
Intermediate Similarity	0.7852	NPC120075
Intermediate Similarity	0.7832	NPC476570
Intermediate Similarity	0.7806	NPC292003
Intermediate Similarity	0.7744	NPC181905
Intermediate Similarity	0.7676	NPC301713
Intermediate Similarity	0.7655	NPC118419
Intermediate Similarity	0.7639	NPC262641
Intermediate Similarity	0.7603	NPC160692
Intermediate Similarity	0.7569	NPC471321
Intermediate Similarity	0.7569	NPC471306
Intermediate Similarity	0.7517	NPC253429
Intermediate Similarity	0.7516	NPC247251
Intermediate Similarity	0.75	NPC237227
Intermediate Similarity	0.75	NPC11147
Intermediate Similarity	0.75	NPC153990
Intermediate Similarity	0.75	NPC172403
Intermediate Similarity	0.7483	NPC323204
Intermediate Similarity	0.7466	NPC114102
Intermediate Similarity	0.7465	NPC13020
Intermediate Similarity	0.7465	NPC140359
Intermediate Similarity	0.7448	NPC155838
Intermediate Similarity	0.7447	NPC211992
Intermediate Similarity	0.7415	NPC130595
Intermediate Similarity	0.7415	NPC214869
Intermediate Similarity	0.7415	NPC93882
Intermediate Similarity	0.7413	NPC105513
Intermediate Similarity	0.74	NPC193528
Intermediate Similarity	0.7397	NPC195749
Intermediate Similarity	0.7397	NPC160193
Intermediate Similarity	0.7397	NPC52029
Intermediate Similarity	0.7397	NPC35961
Intermediate Similarity	0.7379	NPC186898
Intermediate Similarity	0.7376	NPC183262
Intermediate Similarity	0.7365	NPC6854
Intermediate Similarity	0.7365	NPC313737
Intermediate Similarity	0.7365	NPC285078
Intermediate Similarity	0.7315	NPC218530
Intermediate Similarity	0.7273	NPC292792
Intermediate Similarity	0.7267	NPC475828
Intermediate Similarity	0.726	NPC157740
Intermediate Similarity	0.726	NPC251571
Intermediate Similarity	0.726	NPC99798
Intermediate Similarity	0.726	NPC291847
Intermediate Similarity	0.726	NPC191302
Intermediate Similarity	0.7233	NPC474852
Intermediate Similarity	0.723	NPC255550
Intermediate Similarity	0.723	NPC308885
Intermediate Similarity	0.7222	NPC217277
Intermediate Similarity	0.7219	NPC167944
Intermediate Similarity	0.7219	NPC42793
Intermediate Similarity	0.7219	NPC231884
Intermediate Similarity	0.7219	NPC174754
Intermediate Similarity	0.7211	NPC147247
Intermediate Similarity	0.7211	NPC246974
Intermediate Similarity	0.7192	NPC156944
Intermediate Similarity	0.7192	NPC251466
Intermediate Similarity	0.7172	NPC300955
Intermediate Similarity	0.7171	NPC14600
Intermediate Similarity	0.7171	NPC312770
Intermediate Similarity	0.7171	NPC160607
Intermediate Similarity	0.7171	NPC204848
Intermediate Similarity	0.7171	NPC41473
Intermediate Similarity	0.7162	NPC470706
Intermediate Similarity	0.7143	NPC41331
Intermediate Similarity	0.7143	NPC291449
Intermediate Similarity	0.7125	NPC476568
Intermediate Similarity	0.7124	NPC231572
Intermediate Similarity	0.7124	NPC299583
Intermediate Similarity	0.7123	NPC246133
Intermediate Similarity	0.7123	NPC182147
Intermediate Similarity	0.7123	NPC170583
Intermediate Similarity	0.7123	NPC71105
Intermediate Similarity	0.7123	NPC207541
Intermediate Similarity	0.7123	NPC152186
Intermediate Similarity	0.7121	NPC12714
Intermediate Similarity	0.7121	NPC310905
Intermediate Similarity	0.7115	NPC294249
Intermediate Similarity	0.7114	NPC329595
Intermediate Similarity	0.7114	NPC326599
Intermediate Similarity	0.7113	NPC43275
Intermediate Similarity	0.7107	NPC207824
Intermediate Similarity	0.7107	NPC60538
Intermediate Similarity	0.7097	NPC222039
Intermediate Similarity	0.7097	NPC100478
Intermediate Similarity	0.7095	NPC469977
Intermediate Similarity	0.709	NPC42383
Intermediate Similarity	0.708	NPC137685
Intermediate Similarity	0.7078	NPC77572
Intermediate Similarity	0.7078	NPC314682
Intermediate Similarity	0.707	NPC5462
Intermediate Similarity	0.7067	NPC97870
Intermediate Similarity	0.7067	NPC307123
Intermediate Similarity	0.7067	NPC247018
Intermediate Similarity	0.7063	NPC289330
Intermediate Similarity	0.7063	NPC160120
Intermediate Similarity	0.7063	NPC53596
Intermediate Similarity	0.7063	NPC471308
Intermediate Similarity	0.7063	NPC17388
Intermediate Similarity	0.7059	NPC97811
Intermediate Similarity	0.7059	NPC254610
Intermediate Similarity	0.7059	NPC252107
Intermediate Similarity	0.705	NPC165106
Intermediate Similarity	0.7034	NPC471314
Intermediate Similarity	0.7034	NPC471315
Intermediate Similarity	0.7032	NPC474915
Intermediate Similarity	0.7032	NPC188163
Intermediate Similarity	0.7032	NPC213206
Intermediate Similarity	0.7032	NPC328750
Intermediate Similarity	0.7029	NPC21890
Intermediate Similarity	0.7019	NPC76213
Intermediate Similarity	0.7019	NPC277669
Intermediate Similarity	0.7013	NPC296898
Remote Similarity	0.6993	NPC99078
Remote Similarity	0.6993	NPC131204
Remote Similarity	0.6993	NPC7018
Remote Similarity	0.6993	NPC301050
Remote Similarity	0.6986	NPC328267
Remote Similarity	0.6985	NPC258171
Remote Similarity	0.698	NPC271808
Remote Similarity	0.6974	NPC167096
Remote Similarity	0.697	NPC22014
Remote Similarity	0.697	NPC216816
Remote Similarity	0.6968	NPC477837
Remote Similarity	0.6968	NPC477838
Remote Similarity	0.6968	NPC168861
Remote Similarity	0.695	NPC47194
Remote Similarity	0.695	NPC303370
Remote Similarity	0.695	NPC475815
Remote Similarity	0.695	NPC473264
Remote Similarity	0.6948	NPC113236
Remote Similarity	0.6948	NPC214036
Remote Similarity	0.6948	NPC470707
Remote Similarity	0.6948	NPC220923
Remote Similarity	0.6944	NPC321133
Remote Similarity	0.6933	NPC2295
Remote Similarity	0.6933	NPC477564
Remote Similarity	0.6929	NPC204120
Remote Similarity	0.6929	NPC26524
Remote Similarity	0.6928	NPC230698
Remote Similarity	0.6928	NPC205178
Remote Similarity	0.6928	NPC251454
Remote Similarity	0.6928	NPC277042
Remote Similarity	0.6928	NPC196609
Remote Similarity	0.6928	NPC209195
Remote Similarity	0.6928	NPC255817
Remote Similarity	0.6928	NPC73883
Remote Similarity	0.6928	NPC136330
Remote Similarity	0.6928	NPC13826
Remote Similarity	0.6923	NPC85276
Remote Similarity	0.6908	NPC267237
Remote Similarity	0.6906	NPC173746
Remote Similarity	0.6906	NPC156840
Remote Similarity	0.6906	NPC257124
Remote Similarity	0.6906	NPC8547
Remote Similarity	0.6906	NPC166837
Remote Similarity	0.6901	NPC81067
Remote Similarity	0.6901	NPC258992
Remote Similarity	0.6901	NPC9341
Remote Similarity	0.6897	NPC83279
Remote Similarity	0.6892	NPC320242
Remote Similarity	0.689	NPC187022
Remote Similarity	0.689	NPC80129
Remote Similarity	0.6883	NPC145446
Remote Similarity	0.6883	NPC137172
Remote Similarity	0.6871	NPC58661
Remote Similarity	0.6871	NPC476580
Remote Similarity	0.6871	NPC114124
Remote Similarity	0.6863	NPC473463
Remote Similarity	0.6863	NPC274441
Remote Similarity	0.6861	NPC227894
Remote Similarity	0.6861	NPC186469
Remote Similarity	0.6855	NPC185838
Remote Similarity	0.6855	NPC130926
Remote Similarity	0.6853	NPC293619
Remote Similarity	0.6848	NPC203784
Remote Similarity	0.6848	NPC126519
Remote Similarity	0.6848	NPC170503
Remote Similarity	0.6839	NPC95366
Remote Similarity	0.6839	NPC225745
Remote Similarity	0.6839	NPC248505
Remote Similarity	0.6839	NPC214988
Remote Similarity	0.6835	NPC128019
Remote Similarity	0.6835	NPC476567
Remote Similarity	0.6835	NPC136860
Remote Similarity	0.6835	NPC31279
Remote Similarity	0.6828	NPC263835
Remote Similarity	0.6818	NPC96406
Remote Similarity	0.6818	NPC180647
Remote Similarity	0.6815	NPC275150
Remote Similarity	0.6812	NPC146530
Remote Similarity	0.6812	NPC309982
Remote Similarity	0.681	NPC127402
Remote Similarity	0.681	NPC52475
Remote Similarity	0.6809	NPC303522
Remote Similarity	0.6806	NPC474040
Remote Similarity	0.6806	NPC470626
Remote Similarity	0.6806	NPC474214
Remote Similarity	0.6802	NPC254053

Drug Structure

NPD1044 OpenBabel08201723592D 23 24 0 0 0 0 0 0 0 0999 V2000 -5.1962 1.0000 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 -3.4641 -2.0000 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 -1.7321 -2.0000 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 -0.0000 -2.0000 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 -0.8660 -1.5000 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 0.0000 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 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 -5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 O 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 2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 19 1 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 10 1 0 0 0 0 5 8 1 0 0 0 0 5 9 1 0 0 0 0 6 8 2 0 0 0 0 6 11 1 0 0 0 0 7 9 2 0 0 0 0 7 16 1 0 0 0 0 9 12 1 0 0 0 0 10 11 2 0 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 12 14 2 0 0 0 0 12 17 1 0 0 0 0 13 15 2 0 0 0 0 13 16 1 0 0 0 0 13 17 1 0 0 0 0 14 20 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 M END $$$$

External Identifiers

TTD	DIB015824
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	260.13
ALogP	-0.331
MLogP	2.23
XLogP	2.617
HDA	4
HBD	4
Rotatable Bonds	6
TPSA	90.22
RO5 Violation	0