NPASS drugs

Drug Information

Drug ID:	NPD3844
Drug Name:
Molecular Formula:	C20H19N7O2
Canonical SMILES:	COc1ccc(cc1)CCCn1ncc2c1[nH]c(=N)n1c2nc(n1)c1ccco1
Standard InCHI:	InChI=1S/C20H19N7O2/c1-28-14-8-6-13(7-9-14)4-2-10-26-18-15(12-22-26)19-23-17(16-5-3-11-29-16)25-27(19)20(21)24-18/h3,5-9,11-12H,2,4,10H2,1H3,(H2,21,24)
Standard InCHIKey:	AEULVFLPCJOBCE-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3844

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	500
0.1-0.2	4412
0.2-0.3	8584
0.3-0.4	9582
0.4-0.5	6122
0.5-0.6	1535
0.6-0.7	154
0.7-0.8	1
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	0.7311	NPC50511
Remote Similarity	0.6962	NPC51854
Remote Similarity	0.6923	NPC9729
Remote Similarity	0.6917	NPC180504
Remote Similarity	0.6868	NPC63109
Remote Similarity	0.6774	NPC48317
Remote Similarity	0.6716	NPC74619
Remote Similarity	0.6706	NPC160666
Remote Similarity	0.668	NPC196718
Remote Similarity	0.6679	NPC258048
Remote Similarity	0.6615	NPC102593
Remote Similarity	0.6615	NPC101350
Remote Similarity	0.6586	NPC62995
Remote Similarity	0.6577	NPC235685
Remote Similarity	0.6547	NPC77101
Remote Similarity	0.6535	NPC130570
Remote Similarity	0.6531	NPC150447
Remote Similarity	0.6519	NPC53534
Remote Similarity	0.651	NPC471615
Remote Similarity	0.6496	NPC216612
Remote Similarity	0.6496	NPC152620
Remote Similarity	0.645	NPC15801
Remote Similarity	0.6448	NPC260434
Remote Similarity	0.6439	NPC148889
Remote Similarity	0.6437	NPC39370
Remote Similarity	0.6434	NPC315822
Remote Similarity	0.6426	NPC30540
Remote Similarity	0.6426	NPC242923
Remote Similarity	0.6423	NPC473186
Remote Similarity	0.6415	NPC295452
Remote Similarity	0.6415	NPC171393
Remote Similarity	0.6409	NPC115595
Remote Similarity	0.6406	NPC122436
Remote Similarity	0.6391	NPC75179
Remote Similarity	0.6389	NPC36405
Remote Similarity	0.6378	NPC168209
Remote Similarity	0.6378	NPC250178
Remote Similarity	0.6374	NPC208898
Remote Similarity	0.636	NPC146418
Remote Similarity	0.6336	NPC141053
Remote Similarity	0.6335	NPC471603
Remote Similarity	0.6328	NPC17305
Remote Similarity	0.6326	NPC472061
Remote Similarity	0.632	NPC161801
Remote Similarity	0.631	NPC236668
Remote Similarity	0.6305	NPC476465
Remote Similarity	0.6304	NPC243633
Remote Similarity	0.6304	NPC175150
Remote Similarity	0.6299	NPC267811
Remote Similarity	0.6296	NPC63971
Remote Similarity	0.6296	NPC91868
Remote Similarity	0.6285	NPC146976
Remote Similarity	0.6275	NPC475774
Remote Similarity	0.6273	NPC165964
Remote Similarity	0.6273	NPC26543
Remote Similarity	0.6269	NPC187145
Remote Similarity	0.625	NPC56271
Remote Similarity	0.625	NPC308906
Remote Similarity	0.6245	NPC314954
Remote Similarity	0.6237	NPC314222
Remote Similarity	0.6237	NPC196449
Remote Similarity	0.6236	NPC49547
Remote Similarity	0.6231	NPC470018
Remote Similarity	0.6226	NPC323969
Remote Similarity	0.6226	NPC54066
Remote Similarity	0.6225	NPC472286
Remote Similarity	0.6225	NPC472287
Remote Similarity	0.6225	NPC175602
Remote Similarity	0.6216	NPC322482
Remote Similarity	0.6215	NPC61038
Remote Similarity	0.6213	NPC472067
Remote Similarity	0.6213	NPC472031
Remote Similarity	0.6213	NPC472066
Remote Similarity	0.6212	NPC329631
Remote Similarity	0.6206	NPC110182
Remote Similarity	0.6206	NPC118940
Remote Similarity	0.6203	NPC240384
Remote Similarity	0.6192	NPC125597
Remote Similarity	0.6187	NPC269270
Remote Similarity	0.6183	NPC471762
Remote Similarity	0.6183	NPC194740
Remote Similarity	0.6181	NPC476287
Remote Similarity	0.6175	NPC116555
Remote Similarity	0.6174	NPC469554
Remote Similarity	0.6174	NPC471004
Remote Similarity	0.6163	NPC14686
Remote Similarity	0.6163	NPC225279
Remote Similarity	0.6163	NPC78767
Remote Similarity	0.6163	NPC473814
Remote Similarity	0.6154	NPC10904
Remote Similarity	0.6148	NPC131885
Remote Similarity	0.6148	NPC93390
Remote Similarity	0.6145	NPC74575
Remote Similarity	0.6142	NPC26679
Remote Similarity	0.614	NPC472068
Remote Similarity	0.6126	NPC470020
Remote Similarity	0.6124	NPC208084
Remote Similarity	0.6122	NPC66777
Remote Similarity	0.6118	NPC207866
Remote Similarity	0.6113	NPC103361
Remote Similarity	0.6111	NPC287208
Remote Similarity	0.6102	NPC187501
Remote Similarity	0.6098	NPC74153
Remote Similarity	0.6096	NPC315411
Remote Similarity	0.6094	NPC50562
Remote Similarity	0.6089	NPC19872
Remote Similarity	0.6085	NPC467439
Remote Similarity	0.6084	NPC157931
Remote Similarity	0.6084	NPC192712
Remote Similarity	0.6084	NPC257851
Remote Similarity	0.6083	NPC241025
Remote Similarity	0.608	NPC245816
Remote Similarity	0.608	NPC315499
Remote Similarity	0.608	NPC476138
Remote Similarity	0.6077	NPC473317
Remote Similarity	0.6075	NPC315062
Remote Similarity	0.6075	NPC267853
Remote Similarity	0.607	NPC67658
Remote Similarity	0.6066	NPC208522
Remote Similarity	0.6062	NPC288987
Remote Similarity	0.6056	NPC285558
Remote Similarity	0.6054	NPC210434
Remote Similarity	0.6053	NPC244897
Remote Similarity	0.6053	NPC101543
Remote Similarity	0.6044	NPC475533
Remote Similarity	0.6041	NPC473821
Remote Similarity	0.6037	NPC471614
Remote Similarity	0.6032	NPC267928
Remote Similarity	0.6029	NPC477806
Remote Similarity	0.6029	NPC477796
Remote Similarity	0.6029	NPC477795
Remote Similarity	0.6029	NPC142385
Remote Similarity	0.6029	NPC477805
Remote Similarity	0.6024	NPC185782
Remote Similarity	0.6023	NPC323244
Remote Similarity	0.6022	NPC477589
Remote Similarity	0.6022	NPC477587
Remote Similarity	0.6022	NPC475315
Remote Similarity	0.6022	NPC324619
Remote Similarity	0.6017	NPC295158
Remote Similarity	0.6016	NPC135950
Remote Similarity	0.6016	NPC264176
Remote Similarity	0.6015	NPC198503
Remote Similarity	0.6015	NPC470323
Remote Similarity	0.6015	NPC474688
Remote Similarity	0.6008	NPC249583
Remote Similarity	0.6008	NPC170114
Remote Similarity	0.6008	NPC472284
Remote Similarity	0.6007	NPC471013
Remote Similarity	0.6007	NPC180668
Remote Similarity	0.6007	NPC148896
Remote Similarity	0.6007	NPC78609
Remote Similarity	0.6007	NPC182222
Remote Similarity	0.6007	NPC316411
Remote Similarity	0.6	NPC123839
Remote Similarity	0.5993	NPC935
Remote Similarity	0.5993	NPC267078
Remote Similarity	0.5992	NPC144452
Remote Similarity	0.5985	NPC103687
Remote Similarity	0.5985	NPC132631
Remote Similarity	0.5985	NPC472285
Remote Similarity	0.5985	NPC305984
Remote Similarity	0.5985	NPC27041
Remote Similarity	0.5984	NPC187558
Remote Similarity	0.5978	NPC41501
Remote Similarity	0.5978	NPC477590
Remote Similarity	0.5978	NPC477588
Remote Similarity	0.5978	NPC477585
Remote Similarity	0.5978	NPC477586
Remote Similarity	0.5977	NPC82370
Remote Similarity	0.5977	NPC24019
Remote Similarity	0.5977	NPC278525
Remote Similarity	0.5971	NPC316224
Remote Similarity	0.597	NPC205372
Remote Similarity	0.597	NPC474357
Remote Similarity	0.597	NPC22481
Remote Similarity	0.5969	NPC470549
Remote Similarity	0.5962	NPC140296
Remote Similarity	0.5961	NPC174758
Remote Similarity	0.5955	NPC21461
Remote Similarity	0.5954	NPC60621
Remote Similarity	0.5953	NPC94157
Remote Similarity	0.5951	NPC280638
Remote Similarity	0.5948	NPC34770
Remote Similarity	0.5947	NPC179287
Remote Similarity	0.5946	NPC315061
Remote Similarity	0.5945	NPC321428
Remote Similarity	0.5943	NPC472289
Remote Similarity	0.5939	NPC298436
Remote Similarity	0.5938	NPC269367
Remote Similarity	0.5938	NPC167860
Remote Similarity	0.5938	NPC123976
Remote Similarity	0.5936	NPC328928
Remote Similarity	0.5936	NPC232727
Remote Similarity	0.5934	NPC166712
Remote Similarity	0.5933	NPC207686
Remote Similarity	0.5933	NPC328924
Remote Similarity	0.593	NPC282247
Remote Similarity	0.593	NPC39500
Remote Similarity	0.5929	NPC472259

Drug Structure

NPD3844 OpenBabel08211704332D 31 35 0 0 0 0 0 0 0 0999 V2000 -7.4681 5.9201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1225 2.2044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0777 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1006 1.9965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1266 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7479 2.5317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4607 3.6907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4170 3.2748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1299 4.4338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4533 1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0777 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7698 2.7396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1080 4.2259 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 2.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 0.5000 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 0.0000 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 -0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 2.5827 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 -1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 1.6691 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 -7.7771 4.9690 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1266 1.3090 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 -2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 4 1 0 0 0 0 2 10 1 0 0 0 0 3 5 1 0 0 0 0 3 11 2 0 0 0 0 4 13 1 0 0 0 0 5 16 2 0 0 0 0 6 8 1 0 0 0 0 6 13 2 0 0 0 0 7 9 2 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 26 1 0 0 0 0 11 29 1 0 0 0 0 12 15 1 0 0 0 0 12 22 2 0 0 0 0 14 28 1 0 0 0 0 15 18 2 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 16 29 1 0 0 0 0 17 23 1 0 0 0 0 17 25 2 0 0 0 0 18 24 1 0 0 0 0 18 26 1 0 0 0 0 19 23 2 0 0 0 0 19 27 1 0 0 0 0 20 21 2 0 0 0 0 20 24 1 0 0 0 0 20 27 1 0 0 0 0 21 30 1 0 0 0 0 22 26 1 0 0 0 0 24 31 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004411
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10668061
ChEBI
CAS Number

Drug Properties

Molecular Weight	389.16
ALogP	-0.8762
MLogP	2.67
XLogP	3.708
HDA	7
HBD	2
Rotatable Bonds	7
TPSA	106.78
RO5 Violation	0