NPASS drugs

Drug Information

Drug ID:	NPD5509
Drug Name:	Tak-593
Molecular Formula:	C23H23N7O3
Canonical SMILES:	Cc1cc(n(n1)C)C(=O)Nc1cc(ccc1C)Oc1ccc2n(n1)cc(n2)N=C(C1CC1)O
Standard InCHI:	InChI=1S/C23H23N7O3/c1-13-4-7-16(11-17(13)24-23(32)18-10-14(2)27-29(18)3)33-21-9-8-20-25-19(12-30(20)28-21)26-22(31)15-5-6-15/h4,7-12,15H,5-6H2,1-3H3,(H,24,32)(H,26,31)
Standard InCHIKey:	DZFZXPPHBWCXPQ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5509

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	581
0.1-0.2	6302
0.2-0.3	6973
0.3-0.4	12242
0.4-0.5	2621
0.5-0.6	1755
0.6-0.7	400
0.7-0.8	16
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	0.7731	NPC63109
Intermediate Similarity	0.7422	NPC101350
Intermediate Similarity	0.7383	NPC235685
Intermediate Similarity	0.7363	NPC77101
Intermediate Similarity	0.7328	NPC63971
Intermediate Similarity	0.7328	NPC91868
Intermediate Similarity	0.7175	NPC74619
Intermediate Similarity	0.7154	NPC122436
Intermediate Similarity	0.7121	NPC160666
Intermediate Similarity	0.708	NPC62995
Intermediate Similarity	0.7056	NPC242923
Intermediate Similarity	0.702	NPC130570
Intermediate Similarity	0.7008	NPC171393
Intermediate Similarity	0.7008	NPC295452
Intermediate Similarity	0.7008	NPC60621
Intermediate Similarity	0.7004	NPC187145
Remote Similarity	0.6988	NPC260434
Remote Similarity	0.6985	NPC150447
Remote Similarity	0.6911	NPC66777
Remote Similarity	0.6911	NPC471762
Remote Similarity	0.6908	NPC174758
Remote Similarity	0.6905	NPC50511
Remote Similarity	0.6897	NPC196718
Remote Similarity	0.6897	NPC102593
Remote Similarity	0.6892	NPC471603
Remote Similarity	0.6891	NPC78609
Remote Similarity	0.6886	NPC258048
Remote Similarity	0.6885	NPC115595
Remote Similarity	0.6865	NPC282247
Remote Similarity	0.6863	NPC213530
Remote Similarity	0.6863	NPC308906
Remote Similarity	0.6863	NPC250178
Remote Similarity	0.6863	NPC193267
Remote Similarity	0.6852	NPC51854
Remote Similarity	0.6846	NPC194740
Remote Similarity	0.684	NPC174672
Remote Similarity	0.6815	NPC9729
Remote Similarity	0.6803	NPC178858
Remote Similarity	0.6788	NPC53534
Remote Similarity	0.677	NPC323969
Remote Similarity	0.6768	NPC207686
Remote Similarity	0.6767	NPC30540
Remote Similarity	0.6761	NPC232727
Remote Similarity	0.6746	NPC123976
Remote Similarity	0.6746	NPC167860
Remote Similarity	0.6745	NPC274982
Remote Similarity	0.6744	NPC310118
Remote Similarity	0.6732	NPC168209
Remote Similarity	0.6728	NPC472031
Remote Similarity	0.6728	NPC472066
Remote Similarity	0.6728	NPC472067
Remote Similarity	0.6719	NPC267811
Remote Similarity	0.6718	NPC315822
Remote Similarity	0.6693	NPC264285
Remote Similarity	0.6691	NPC39092
Remote Similarity	0.6679	NPC323244
Remote Similarity	0.6679	NPC141053
Remote Similarity	0.6679	NPC180504
Remote Similarity	0.6667	NPC116555
Remote Similarity	0.6667	NPC48317
Remote Similarity	0.6667	NPC26543
Remote Similarity	0.6654	NPC27041
Remote Similarity	0.6654	NPC243633
Remote Similarity	0.6654	NPC220851
Remote Similarity	0.6654	NPC305984
Remote Similarity	0.6654	NPC175150
Remote Similarity	0.6654	NPC161801
Remote Similarity	0.6654	NPC99891
Remote Similarity	0.6643	NPC152620
Remote Similarity	0.6642	NPC328924
Remote Similarity	0.6642	NPC56271
Remote Similarity	0.664	NPC53144
Remote Similarity	0.6628	NPC303658
Remote Similarity	0.6616	NPC110151
Remote Similarity	0.6616	NPC157931
Remote Similarity	0.6615	NPC170114
Remote Similarity	0.6615	NPC17305
Remote Similarity	0.6603	NPC471615
Remote Similarity	0.6601	NPC82548
Remote Similarity	0.6591	NPC314954
Remote Similarity	0.659	NPC16352
Remote Similarity	0.6576	NPC470549
Remote Similarity	0.6574	NPC200836
Remote Similarity	0.657	NPC303374
Remote Similarity	0.655	NPC322064
Remote Similarity	0.6548	NPC285558
Remote Similarity	0.6543	NPC472061
Remote Similarity	0.6541	NPC477633
Remote Similarity	0.6535	NPC287208
Remote Similarity	0.6533	NPC472068
Remote Similarity	0.6528	NPC156003
Remote Similarity	0.652	NPC121772
Remote Similarity	0.6504	NPC69843
Remote Similarity	0.6495	NPC196449
Remote Similarity	0.6495	NPC314222
Remote Similarity	0.649	NPC315499
Remote Similarity	0.6484	NPC85273
Remote Similarity	0.6481	NPC184680
Remote Similarity	0.6481	NPC15801
Remote Similarity	0.6479	NPC315467
Remote Similarity	0.6471	NPC148889
Remote Similarity	0.6468	NPC182222
Remote Similarity	0.6462	NPC12100
Remote Similarity	0.6458	NPC470784
Remote Similarity	0.6458	NPC470785
Remote Similarity	0.6456	NPC478009
Remote Similarity	0.6455	NPC469554
Remote Similarity	0.6455	NPC101543
Remote Similarity	0.6454	NPC176538
Remote Similarity	0.6439	NPC322482
Remote Similarity	0.6439	NPC229893
Remote Similarity	0.6431	NPC172222
Remote Similarity	0.6429	NPC107160
Remote Similarity	0.6429	NPC257851
Remote Similarity	0.6426	NPC194967
Remote Similarity	0.6426	NPC165964
Remote Similarity	0.6423	NPC147983
Remote Similarity	0.6423	NPC177996
Remote Similarity	0.6418	NPC470323
Remote Similarity	0.6418	NPC41982
Remote Similarity	0.6416	NPC314882
Remote Similarity	0.6415	NPC97746
Remote Similarity	0.6406	NPC476465
Remote Similarity	0.6403	NPC295898
Remote Similarity	0.6394	NPC935
Remote Similarity	0.6394	NPC267078
Remote Similarity	0.6389	NPC315957
Remote Similarity	0.6389	NPC19872
Remote Similarity	0.6386	NPC280638
Remote Similarity	0.6385	NPC237740
Remote Similarity	0.6385	NPC50562
Remote Similarity	0.6384	NPC477549
Remote Similarity	0.6383	NPC478006
Remote Similarity	0.6382	NPC472289
Remote Similarity	0.6381	NPC326363
Remote Similarity	0.6371	NPC118940
Remote Similarity	0.637	NPC474357
Remote Similarity	0.6367	NPC243850
Remote Similarity	0.6364	NPC75179
Remote Similarity	0.6364	NPC477806
Remote Similarity	0.6364	NPC477796
Remote Similarity	0.6364	NPC477805
Remote Similarity	0.6364	NPC477795
Remote Similarity	0.6361	NPC179896
Remote Similarity	0.636	NPC28945
Remote Similarity	0.636	NPC67658
Remote Similarity	0.6357	NPC244543
Remote Similarity	0.635	NPC298436
Remote Similarity	0.6347	NPC208898
Remote Similarity	0.6347	NPC325976
Remote Similarity	0.6346	NPC469592
Remote Similarity	0.6346	NPC471080
Remote Similarity	0.6346	NPC476287
Remote Similarity	0.6341	NPC478010
Remote Similarity	0.6341	NPC472434
Remote Similarity	0.6339	NPC472063
Remote Similarity	0.6339	NPC472062
Remote Similarity	0.6339	NPC472069
Remote Similarity	0.6339	NPC211813
Remote Similarity	0.6336	NPC304926
Remote Similarity	0.6336	NPC476041
Remote Similarity	0.6335	NPC78767
Remote Similarity	0.6335	NPC473814
Remote Similarity	0.6333	NPC200553
Remote Similarity	0.6333	NPC279189
Remote Similarity	0.6332	NPC54981
Remote Similarity	0.633	NPC319232
Remote Similarity	0.633	NPC24370
Remote Similarity	0.6328	NPC472064
Remote Similarity	0.6325	NPC472436
Remote Similarity	0.6324	NPC295228
Remote Similarity	0.6323	NPC477634
Remote Similarity	0.632	NPC93390
Remote Similarity	0.6314	NPC223427
Remote Similarity	0.6314	NPC41501
Remote Similarity	0.6314	NPC477861
Remote Similarity	0.6308	NPC264176
Remote Similarity	0.6304	NPC316224
Remote Similarity	0.6304	NPC183777
Remote Similarity	0.6298	NPC148183
Remote Similarity	0.6298	NPC152768
Remote Similarity	0.6296	NPC21461
Remote Similarity	0.6293	NPC11464
Remote Similarity	0.6292	NPC125597
Remote Similarity	0.6292	NPC35761
Remote Similarity	0.6289	NPC478011
Remote Similarity	0.6289	NPC475070
Remote Similarity	0.6284	NPC236668
Remote Similarity	0.6283	NPC237978
Remote Similarity	0.6277	NPC472435
Remote Similarity	0.6277	NPC474183
Remote Similarity	0.627	NPC267928
Remote Similarity	0.627	NPC74153
Remote Similarity	0.6269	NPC87413
Remote Similarity	0.6267	NPC314176
Remote Similarity	0.6264	NPC276657
Remote Similarity	0.6264	NPC162002
Remote Similarity	0.6264	NPC128115
Remote Similarity	0.6264	NPC473187
Remote Similarity	0.626	NPC146976

Drug Structure

NPD5509 OpenBabel08211708292D 35 39 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 -4.1084 6.3479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9562 4.2788 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 4.9049 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9049 1.8660 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 -0.8660 1.5000 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 -4.3871 4.5878 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 0.9511 -0.3090 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 -4.6962 5.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0388 1.3660 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 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 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 -0.0000 1.0000 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 3.0388 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 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 2.5388 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.6962 5.5388 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 -6.0052 4.5878 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 2.5388 2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 2.2321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 29 1 0 0 0 0 4 7 2 0 0 0 0 4 13 1 0 0 0 0 5 6 1 0 0 0 0 5 15 1 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 8 9 2 0 0 0 0 8 20 1 0 0 0 0 9 21 1 0 0 0 0 10 14 1 0 0 0 0 10 18 2 0 0 0 0 11 16 2 0 0 0 0 11 17 1 0 0 0 0 12 19 2 0 0 0 0 12 30 1 0 0 0 0 13 17 2 0 0 0 0 14 27 2 0 0 0 0 15 22 1 0 0 0 0 16 33 1 0 0 0 0 17 24 1 0 0 0 0 18 23 1 0 0 0 0 18 29 1 0 0 0 0 19 25 1 0 0 0 0 19 26 1 0 0 0 0 20 25 2 0 0 0 0 20 30 1 0 0 0 0 21 28 2 0 0 0 0 21 33 1 0 0 0 0 22 26 2 3 0 0 0 22 31 1 0 0 0 0 23 24 1 0 0 0 0 23 32 2 0 0 0 0 24 34 1 0 0 0 0 27 29 1 0 0 0 0 28 30 1 0 0 0 0 31 35 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	445.19
ALogP	0.7062
MLogP	2.89
XLogP	3.062
HDA	9
HBD	2
Rotatable Bonds	11
TPSA	118.93
RO5 Violation	0