NPASS drugs

Drug Information

Drug ID:	NPD5289
Drug Name:	Azd1305
Molecular Formula:	C22H31FN4O4
Canonical SMILES:	N#Cc1ccc(c(c1)F)OCCN1CC2CN(CC(C1)O2)CCN=C(OC(C)(C)C)O
Standard InCHI:	InChI=1S/C22H31FN4O4/c1-22(2,3)31-21(28)25-6-7-26-12-17-14-27(15-18(13-26)30-17)8-9-29-20-5-4-16(11-24)10-19(20)23/h4-5,10,17-18H,6-9,12-15H2,1-3H3,(H,25,28)
Standard InCHIKey:	BLLNYXOLLAVTRF-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5289

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	125
0.1-0.2	1058
0.2-0.3	5245
0.3-0.4	8544
0.4-0.5	5605
0.5-0.6	9243
0.6-0.7	1053
0.7-0.8	17
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	0.7603	NPC274732
Intermediate Similarity	0.7368	NPC212850
Intermediate Similarity	0.7368	NPC83289
Intermediate Similarity	0.7368	NPC189724
Intermediate Similarity	0.729	NPC247298
Intermediate Similarity	0.7211	NPC198798
Intermediate Similarity	0.7197	NPC245974
Intermediate Similarity	0.7183	NPC256369
Intermediate Similarity	0.7172	NPC255253
Intermediate Similarity	0.7153	NPC95977
Intermediate Similarity	0.7133	NPC471953
Intermediate Similarity	0.7133	NPC263835
Intermediate Similarity	0.7075	NPC320242
Intermediate Similarity	0.7042	NPC323948
Intermediate Similarity	0.702	NPC307123
Intermediate Similarity	0.702	NPC97870
Intermediate Similarity	0.702	NPC247018
Remote Similarity	0.6978	NPC166837
Remote Similarity	0.6939	NPC211218
Remote Similarity	0.6939	NPC328267
Remote Similarity	0.6901	NPC303370
Remote Similarity	0.6899	NPC178466
Remote Similarity	0.6899	NPC63628
Remote Similarity	0.6897	NPC321133
Remote Similarity	0.6897	NPC41801
Remote Similarity	0.6889	NPC192596
Remote Similarity	0.6884	NPC146530
Remote Similarity	0.6883	NPC138365
Remote Similarity	0.6879	NPC195814
Remote Similarity	0.6859	NPC36434
Remote Similarity	0.6853	NPC258992
Remote Similarity	0.6846	NPC141739
Remote Similarity	0.6846	NPC136112
Remote Similarity	0.6845	NPC254700
Remote Similarity	0.6842	NPC313918
Remote Similarity	0.6818	NPC29650
Remote Similarity	0.6818	NPC284855
Remote Similarity	0.6818	NPC282477
Remote Similarity	0.6815	NPC298821
Remote Similarity	0.6815	NPC51633
Remote Similarity	0.6797	NPC470392
Remote Similarity	0.6788	NPC470393
Remote Similarity	0.6786	NPC46844
Remote Similarity	0.6779	NPC62101
Remote Similarity	0.6779	NPC95733
Remote Similarity	0.6772	NPC123761
Remote Similarity	0.6757	NPC476142
Remote Similarity	0.675	NPC97004
Remote Similarity	0.675	NPC136951
Remote Similarity	0.675	NPC161155
Remote Similarity	0.6748	NPC139699
Remote Similarity	0.6748	NPC114659
Remote Similarity	0.6735	NPC83279
Remote Similarity	0.6735	NPC469412
Remote Similarity	0.6735	NPC198734
Remote Similarity	0.6733	NPC29477
Remote Similarity	0.6731	NPC469808
Remote Similarity	0.6728	NPC277857
Remote Similarity	0.6728	NPC115144
Remote Similarity	0.6715	NPC108875
Remote Similarity	0.6715	NPC38079
Remote Similarity	0.6712	NPC43275
Remote Similarity	0.6708	NPC9373
Remote Similarity	0.6708	NPC97282
Remote Similarity	0.6686	NPC472923
Remote Similarity	0.6667	NPC60589
Remote Similarity	0.6667	NPC471576
Remote Similarity	0.6667	NPC469708
Remote Similarity	0.6667	NPC287429
Remote Similarity	0.6624	NPC42793
Remote Similarity	0.6624	NPC167944
Remote Similarity	0.6624	NPC231884
Remote Similarity	0.6623	NPC207541
Remote Similarity	0.6623	NPC152186
Remote Similarity	0.6623	NPC71105
Remote Similarity	0.6623	NPC246133
Remote Similarity	0.6623	NPC182147
Remote Similarity	0.6623	NPC170583
Remote Similarity	0.6622	NPC269242
Remote Similarity	0.6619	NPC41594
Remote Similarity	0.6608	NPC473502
Remote Similarity	0.6605	NPC189908
Remote Similarity	0.6601	NPC283079
Remote Similarity	0.66	NPC212176
Remote Similarity	0.66	NPC307020
Remote Similarity	0.6596	NPC474272
Remote Similarity	0.6594	NPC283546
Remote Similarity	0.6587	NPC140915
Remote Similarity	0.6587	NPC18249
Remote Similarity	0.6587	NPC187028
Remote Similarity	0.6587	NPC197741
Remote Similarity	0.6587	NPC56635
Remote Similarity	0.6587	NPC305700
Remote Similarity	0.6587	NPC10221
Remote Similarity	0.6582	NPC318591
Remote Similarity	0.6582	NPC231163
Remote Similarity	0.6579	NPC251466
Remote Similarity	0.6579	NPC218323
Remote Similarity	0.6579	NPC156944
Remote Similarity	0.6571	NPC151530
Remote Similarity	0.6571	NPC157473
Remote Similarity	0.6562	NPC204546
Remote Similarity	0.6558	NPC295970
Remote Similarity	0.6556	NPC300955
Remote Similarity	0.6547	NPC473855
Remote Similarity	0.6536	NPC41331
Remote Similarity	0.6536	NPC186898
Remote Similarity	0.6536	NPC157740
Remote Similarity	0.6536	NPC191302
Remote Similarity	0.6536	NPC291449
Remote Similarity	0.6536	NPC99798
Remote Similarity	0.6532	NPC196091
Remote Similarity	0.6528	NPC26524
Remote Similarity	0.6525	NPC309982
Remote Similarity	0.6522	NPC266741
Remote Similarity	0.6512	NPC218614
Remote Similarity	0.6503	NPC313414
Remote Similarity	0.65	NPC315542
Remote Similarity	0.65	NPC176971
Remote Similarity	0.6497	NPC215037
Remote Similarity	0.6494	NPC246974
Remote Similarity	0.6494	NPC302378
Remote Similarity	0.6494	NPC147247
Remote Similarity	0.649	NPC76465
Remote Similarity	0.649	NPC38761
Remote Similarity	0.6488	NPC315257
Remote Similarity	0.6486	NPC163036
Remote Similarity	0.6486	NPC172253
Remote Similarity	0.6486	NPC59561
Remote Similarity	0.6481	NPC81026
Remote Similarity	0.6481	NPC135349
Remote Similarity	0.6478	NPC470707
Remote Similarity	0.6474	NPC186617
Remote Similarity	0.6474	NPC9912
Remote Similarity	0.6467	NPC474560
Remote Similarity	0.6458	NPC165646
Remote Similarity	0.6456	NPC73883
Remote Similarity	0.6456	NPC136330
Remote Similarity	0.6456	NPC255817
Remote Similarity	0.6456	NPC277042
Remote Similarity	0.6456	NPC230698
Remote Similarity	0.6456	NPC205178
Remote Similarity	0.6456	NPC251454
Remote Similarity	0.6456	NPC196609
Remote Similarity	0.6456	NPC180647
Remote Similarity	0.6452	NPC270849
Remote Similarity	0.6452	NPC470706
Remote Similarity	0.6452	NPC248355
Remote Similarity	0.6452	NPC26653
Remote Similarity	0.645	NPC287757
Remote Similarity	0.645	NPC319320
Remote Similarity	0.6446	NPC258222
Remote Similarity	0.6438	NPC299583
Remote Similarity	0.6437	NPC473693
Remote Similarity	0.6437	NPC471568
Remote Similarity	0.6434	NPC231251
Remote Similarity	0.6434	NPC25067
Remote Similarity	0.6434	NPC88868
Remote Similarity	0.6433	NPC105541
Remote Similarity	0.6429	NPC8302
Remote Similarity	0.6429	NPC251571
Remote Similarity	0.6429	NPC473393
Remote Similarity	0.6429	NPC128730
Remote Similarity	0.6424	NPC36016
Remote Similarity	0.6424	NPC100099
Remote Similarity	0.6424	NPC324081
Remote Similarity	0.6423	NPC100870
Remote Similarity	0.642	NPC164608
Remote Similarity	0.6415	NPC470236
Remote Similarity	0.6415	NPC307682
Remote Similarity	0.6415	NPC99078
Remote Similarity	0.6415	NPC238243
Remote Similarity	0.641	NPC472024
Remote Similarity	0.641	NPC474491
Remote Similarity	0.641	NPC80600
Remote Similarity	0.6408	NPC291837
Remote Similarity	0.6407	NPC47672
Remote Similarity	0.6405	NPC17809
Remote Similarity	0.6405	NPC188022
Remote Similarity	0.6405	NPC285040
Remote Similarity	0.6405	NPC102540
Remote Similarity	0.6405	NPC470510
Remote Similarity	0.6405	NPC103420
Remote Similarity	0.64	NPC252960
Remote Similarity	0.6392	NPC25821
Remote Similarity	0.6392	NPC167096
Remote Similarity	0.6392	NPC294166
Remote Similarity	0.6392	NPC473463
Remote Similarity	0.6392	NPC115022
Remote Similarity	0.6391	NPC233926
Remote Similarity	0.6389	NPC266932
Remote Similarity	0.6389	NPC55300
Remote Similarity	0.6387	NPC222572
Remote Similarity	0.6387	NPC87224
Remote Similarity	0.6386	NPC471032
Remote Similarity	0.6386	NPC470935
Remote Similarity	0.6383	NPC326447
Remote Similarity	0.6383	NPC326801
Remote Similarity	0.6383	NPC113457
Remote Similarity	0.638	NPC470472

Drug Structure

NPD5289 OpenBabel08211706322D 32 34 0 0 1 0 0 0 0 0999 V2000 0.5373 -5.9644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4033 -6.4644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5373 -6.9644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8427 -1.4596 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0373 -3.3664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5373 -2.5003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8427 2.1719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3562 1.3292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6854 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5280 -1.4596 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5373 -0.7683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9627 -1.6343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4870 0.6628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6899 -0.0317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6854 -0.9730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0373 0.0977 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.4627 -0.7683 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8427 0.4865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5373 -4.2324 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5373 -5.9644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8427 1.4596 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.3707 -1.9461 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5373 -4.2324 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0373 -1.6343 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2557 0.6052 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0373 -3.3664 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8427 0.4865 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9627 0.0977 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0373 -5.0984 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5373 -2.5003 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 22 1 0 0 0 0 4 5 2 0 0 0 0 4 16 1 0 0 0 0 5 20 1 0 0 0 0 6 7 1 0 0 0 0 6 25 1 0 0 0 0 7 26 1 0 0 0 0 8 9 1 0 0 0 0 8 27 1 0 0 0 0 9 29 1 0 0 0 0 10 16 2 0 0 0 0 10 19 1 0 0 0 0 11 16 1 0 0 0 0 11 24 3 0 0 0 0 12 17 1 0 0 0 0 12 26 1 0 0 0 0 13 18 1 0 0 0 0 13 26 1 0 0 0 0 14 17 1 0 0 0 0 14 27 1 0 0 0 0 15 18 1 0 0 0 0 15 27 1 0 0 0 0 17 30 1 0 0 0 0 18 30 1 0 0 0 0 19 20 2 0 0 0 0 19 23 1 0 0 0 0 20 29 1 0 0 0 0 21 25 2 3 0 0 0 21 28 1 0 0 0 0 21 31 1 0 0 0 0 22 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	434.23
ALogP	1.5032
MLogP	2.89
XLogP	2.218
HDA	7
HBD	1
Rotatable Bonds	14
TPSA	90.55
RO5 Violation	0