NPASS drugs

Drug Information

Drug ID:	NPD4858
Drug Name:	Amg-208
Molecular Formula:	C22H17N5O2
Canonical SMILES:	COc1ccc2c(c1)nccc2OCc1nnc2n1nc(cc2)c1ccccc1
Standard InCHI:	InChI=1S/C22H17N5O2/c1-28-16-7-8-17-19(13-16)23-12-11-20(17)29-14-22-25-24-21-10-9-18(26-27(21)22)15-5-3-2-4-6-15/h2-13H,14H2,1H3
Standard InCHIKey:	HEAIZQNMNCHNFD-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4858

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	588
0.1-0.2	4748
0.2-0.3	8389
0.3-0.4	10102
0.4-0.5	4524
0.5-0.6	1940
0.6-0.7	555
0.7-0.8	44
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	0.7578	NPC285558
Intermediate Similarity	0.7566	NPC123976
Intermediate Similarity	0.7566	NPC167860
Intermediate Similarity	0.7542	NPC30540
Intermediate Similarity	0.752	NPC56271
Intermediate Similarity	0.7479	NPC469554
Intermediate Similarity	0.7448	NPC180504
Intermediate Similarity	0.7382	NPC213530
Intermediate Similarity	0.7382	NPC193267
Intermediate Similarity	0.7333	NPC101543
Intermediate Similarity	0.728	NPC314954
Intermediate Similarity	0.7212	NPC232727
Intermediate Similarity	0.7198	NPC26679
Intermediate Similarity	0.7188	NPC267928
Intermediate Similarity	0.7149	NPC160666
Intermediate Similarity	0.7149	NPC475774
Intermediate Similarity	0.7143	NPC194967
Intermediate Similarity	0.7143	NPC174758
Intermediate Similarity	0.7131	NPC472031
Intermediate Similarity	0.7131	NPC472067
Intermediate Similarity	0.7131	NPC472066
Intermediate Similarity	0.7124	NPC471603
Intermediate Similarity	0.7113	NPC130570
Intermediate Similarity	0.7106	NPC170114
Intermediate Similarity	0.71	NPC476465
Intermediate Similarity	0.7069	NPC185782
Intermediate Similarity	0.7069	NPC469589
Intermediate Similarity	0.7066	NPC315822
Intermediate Similarity	0.7064	NPC470549
Intermediate Similarity	0.7056	NPC99891
Intermediate Similarity	0.7054	NPC103687
Intermediate Similarity	0.7054	NPC132631
Intermediate Similarity	0.7043	NPC36229
Intermediate Similarity	0.7043	NPC274291
Intermediate Similarity	0.7043	NPC118832
Intermediate Similarity	0.7043	NPC47059
Intermediate Similarity	0.7043	NPC329708
Intermediate Similarity	0.7043	NPC16452
Intermediate Similarity	0.7043	NPC165349
Intermediate Similarity	0.7043	NPC264166
Intermediate Similarity	0.7043	NPC476581
Intermediate Similarity	0.7039	NPC290689
Intermediate Similarity	0.7018	NPC19872
Intermediate Similarity	0.7009	NPC242923
Remote Similarity	0.6996	NPC174672
Remote Similarity	0.6984	NPC472068
Remote Similarity	0.6983	NPC2497
Remote Similarity	0.6979	NPC202768
Remote Similarity	0.6979	NPC296482
Remote Similarity	0.6979	NPC264176
Remote Similarity	0.6979	NPC53069
Remote Similarity	0.6974	NPC476582
Remote Similarity	0.6974	NPC4071
Remote Similarity	0.6974	NPC476578
Remote Similarity	0.6974	NPC287437
Remote Similarity	0.6962	NPC62995
Remote Similarity	0.6962	NPC274982
Remote Similarity	0.6953	NPC287208
Remote Similarity	0.6951	NPC472289
Remote Similarity	0.694	NPC472111
Remote Similarity	0.6926	NPC476138
Remote Similarity	0.6926	NPC245816
Remote Similarity	0.6913	NPC31930
Remote Similarity	0.691	NPC313189
Remote Similarity	0.6904	NPC469594
Remote Similarity	0.6891	NPC470799
Remote Similarity	0.6891	NPC8022
Remote Similarity	0.6891	NPC288349
Remote Similarity	0.6888	NPC310118
Remote Similarity	0.6885	NPC187145
Remote Similarity	0.688	NPC475910
Remote Similarity	0.6878	NPC476287
Remote Similarity	0.6878	NPC471080
Remote Similarity	0.6878	NPC469592
Remote Similarity	0.6875	NPC308906
Remote Similarity	0.687	NPC329747
Remote Similarity	0.687	NPC234197
Remote Similarity	0.687	NPC11017
Remote Similarity	0.687	NPC475253
Remote Similarity	0.6867	NPC470164
Remote Similarity	0.6867	NPC323345
Remote Similarity	0.6865	NPC477795
Remote Similarity	0.6865	NPC477805
Remote Similarity	0.6865	NPC477796
Remote Similarity	0.6865	NPC477806
Remote Similarity	0.6864	NPC208284
Remote Similarity	0.6858	NPC133140
Remote Similarity	0.6858	NPC195268
Remote Similarity	0.6856	NPC72211
Remote Similarity	0.6847	NPC62069
Remote Similarity	0.6842	NPC473053
Remote Similarity	0.6842	NPC13880
Remote Similarity	0.684	NPC470586
Remote Similarity	0.6835	NPC96405
Remote Similarity	0.6835	NPC202605
Remote Similarity	0.6835	NPC112206
Remote Similarity	0.6835	NPC171409
Remote Similarity	0.6833	NPC144114
Remote Similarity	0.6824	NPC470500
Remote Similarity	0.6822	NPC11464
Remote Similarity	0.6816	NPC110151
Remote Similarity	0.6815	NPC141053
Remote Similarity	0.6809	NPC470931
Remote Similarity	0.6807	NPC162530
Remote Similarity	0.6802	NPC201508
Remote Similarity	0.6802	NPC260434
Remote Similarity	0.6797	NPC26543
Remote Similarity	0.6797	NPC315957
Remote Similarity	0.6797	NPC176538
Remote Similarity	0.6795	NPC53534
Remote Similarity	0.6792	NPC26850
Remote Similarity	0.6777	NPC477533
Remote Similarity	0.6773	NPC101350
Remote Similarity	0.6772	NPC472434
Remote Similarity	0.6771	NPC84478
Remote Similarity	0.6769	NPC70259
Remote Similarity	0.6768	NPC152620
Remote Similarity	0.6766	NPC135549
Remote Similarity	0.6757	NPC118776
Remote Similarity	0.6752	NPC470930
Remote Similarity	0.6749	NPC60621
Remote Similarity	0.6748	NPC473185
Remote Similarity	0.6747	NPC255800
Remote Similarity	0.6747	NPC96584
Remote Similarity	0.6737	NPC82548
Remote Similarity	0.6735	NPC21638
Remote Similarity	0.6733	NPC235685
Remote Similarity	0.6725	NPC43787
Remote Similarity	0.6725	NPC205934
Remote Similarity	0.6724	NPC121772
Remote Similarity	0.6724	NPC477019
Remote Similarity	0.6723	NPC146418
Remote Similarity	0.6721	NPC471762
Remote Similarity	0.6721	NPC476997
Remote Similarity	0.6709	NPC162484
Remote Similarity	0.6708	NPC235076
Remote Similarity	0.6707	NPC214980
Remote Similarity	0.6698	NPC177404
Remote Similarity	0.6697	NPC283152
Remote Similarity	0.6696	NPC472193
Remote Similarity	0.6696	NPC284559
Remote Similarity	0.6696	NPC76748
Remote Similarity	0.6695	NPC267423
Remote Similarity	0.6695	NPC94157
Remote Similarity	0.6694	NPC122436
Remote Similarity	0.6694	NPC473822
Remote Similarity	0.6694	NPC100079
Remote Similarity	0.6694	NPC23614
Remote Similarity	0.6694	NPC476996
Remote Similarity	0.6694	NPC476998
Remote Similarity	0.6693	NPC295228
Remote Similarity	0.6682	NPC219963
Remote Similarity	0.6681	NPC219664
Remote Similarity	0.6681	NPC279401
Remote Similarity	0.6681	NPC307963
Remote Similarity	0.6681	NPC188420
Remote Similarity	0.6681	NPC289786
Remote Similarity	0.6681	NPC79293
Remote Similarity	0.6681	NPC5145
Remote Similarity	0.6681	NPC226202
Remote Similarity	0.6667	NPC291535
Remote Similarity	0.6667	NPC295898
Remote Similarity	0.6667	NPC271215
Remote Similarity	0.6667	NPC250178
Remote Similarity	0.6667	NPC476999
Remote Similarity	0.6667	NPC92111
Remote Similarity	0.6667	NPC475085
Remote Similarity	0.6667	NPC17565
Remote Similarity	0.6667	NPC475112
Remote Similarity	0.6667	NPC473179
Remote Similarity	0.6667	NPC149471
Remote Similarity	0.6653	NPC476106
Remote Similarity	0.6653	NPC473513
Remote Similarity	0.6653	NPC476994
Remote Similarity	0.6653	NPC66777
Remote Similarity	0.6652	NPC296527
Remote Similarity	0.6651	NPC26872
Remote Similarity	0.6638	NPC469440
Remote Similarity	0.6637	NPC204385
Remote Similarity	0.6628	NPC472435
Remote Similarity	0.6627	NPC115595
Remote Similarity	0.6626	NPC65277
Remote Similarity	0.6626	NPC173080
Remote Similarity	0.6625	NPC251160
Remote Similarity	0.6625	NPC316981
Remote Similarity	0.6625	NPC203168
Remote Similarity	0.6624	NPC476044
Remote Similarity	0.6623	NPC251090
Remote Similarity	0.6621	NPC476518
Remote Similarity	0.6614	NPC329631
Remote Similarity	0.6614	NPC477861
Remote Similarity	0.6611	NPC470020
Remote Similarity	0.6609	NPC198673
Remote Similarity	0.6607	NPC477891
Remote Similarity	0.6607	NPC266551
Remote Similarity	0.6607	NPC161887
Remote Similarity	0.6606	NPC312872
Remote Similarity	0.66	NPC21461
Remote Similarity	0.6599	NPC471615
Remote Similarity	0.6599	NPC125597

Drug Structure

NPD4858 OpenBabel08211706322D 29 33 0 0 0 0 0 0 0 0999 V2000 1.1074 5.1837 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 4.3301 0.5000 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 3.4641 0.0000 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 -0.2308 3.6974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9000 2.9543 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5254 2.6270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8344 3.5780 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5180 4.8564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 1.2601 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 -0.5398 4.6485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8781 3.1622 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 -2.1871 4.1132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5472 2.4190 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 -0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1653 4.3212 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 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 0.1293 5.3916 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2382 1.4680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 15 2 0 0 0 0 6 15 1 0 0 0 0 7 8 2 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 10 2 0 0 0 0 9 18 1 0 0 0 0 10 21 1 0 0 0 0 11 12 1 0 0 0 0 11 20 2 0 0 0 0 12 23 2 0 0 0 0 13 16 2 0 0 0 0 13 19 1 0 0 0 0 14 22 1 0 0 0 0 14 29 1 0 0 0 0 15 18 1 0 0 0 0 16 28 1 0 0 0 0 17 19 2 0 0 0 0 17 20 1 0 0 0 0 18 26 2 0 0 0 0 19 23 1 0 0 0 0 20 29 1 0 0 0 0 21 24 2 0 0 0 0 21 27 1 0 0 0 0 22 25 2 0 0 0 0 22 27 1 0 0 0 0 24 25 1 0 0 0 0 26 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002363
DrugBank	DB08079
ChEMBL	CHEMBL496102
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	24864821
ChEBI	90626
CAS Number	1002304-34-8

Drug Properties

Molecular Weight	383.14
ALogP	-0.1811
MLogP	3.11
XLogP	5.51
HDA	5
HBD	0
Rotatable Bonds	6
TPSA	74.43
RO5 Violation	1