NPASS drugs

Drug Information

Drug ID:	NPD2311
Drug Name:
Molecular Formula:	C17H12N6O
Canonical SMILES:	n1ccc(nc1)c1cnc(nc1c1ccco1)Nc1cccnc1
Standard InCHI:	InChI=1S/C17H12N6O/c1-3-12(9-18-6-1)22-17-20-10-13(14-5-7-19-11-21-14)16(23-17)15-4-2-8-24-15/h1-11H,(H,20,22,23)
Standard InCHIKey:	YRPIMMMBNUUYLG-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2311

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	582
0.1-0.2	5152
0.2-0.3	7876
0.3-0.4	10916
0.4-0.5	3957
0.5-0.6	1696
0.6-0.7	670
0.7-0.8	41
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	0.7698	NPC53534
Intermediate Similarity	0.7668	NPC258048
Intermediate Similarity	0.7638	NPC74619
Intermediate Similarity	0.7588	NPC152620
Intermediate Similarity	0.7532	NPC50511
Intermediate Similarity	0.7531	NPC216612
Intermediate Similarity	0.7379	NPC235685
Intermediate Similarity	0.7349	NPC101350
Intermediate Similarity	0.7326	NPC63109
Intermediate Similarity	0.7317	NPC260434
Intermediate Similarity	0.7306	NPC314954
Intermediate Similarity	0.73	NPC118940
Intermediate Similarity	0.7287	NPC196718
Intermediate Similarity	0.7284	NPC122436
Intermediate Similarity	0.7265	NPC472065
Intermediate Similarity	0.7262	NPC171393
Intermediate Similarity	0.7262	NPC295452
Intermediate Similarity	0.7218	NPC102593
Intermediate Similarity	0.7213	NPC322482
Intermediate Similarity	0.716	NPC165964
Intermediate Similarity	0.7154	NPC148889
Intermediate Similarity	0.7143	NPC30540
Intermediate Similarity	0.7121	NPC63971
Intermediate Similarity	0.7121	NPC91868
Intermediate Similarity	0.7119	NPC472064
Intermediate Similarity	0.7103	NPC472061
Intermediate Similarity	0.7101	NPC472070
Intermediate Similarity	0.7082	NPC284338
Intermediate Similarity	0.708	NPC469554
Intermediate Similarity	0.7069	NPC106824
Intermediate Similarity	0.7064	NPC472069
Intermediate Similarity	0.7064	NPC472063
Intermediate Similarity	0.7064	NPC472062
Intermediate Similarity	0.7051	NPC19872
Intermediate Similarity	0.7031	NPC142385
Intermediate Similarity	0.7025	NPC237740
Intermediate Similarity	0.7024	NPC39370
Intermediate Similarity	0.702	NPC323969
Intermediate Similarity	0.7016	NPC161801
Intermediate Similarity	0.7016	NPC470018
Intermediate Similarity	0.7012	NPC473186
Remote Similarity	0.6992	NPC60621
Remote Similarity	0.6987	NPC116555
Remote Similarity	0.6987	NPC287208
Remote Similarity	0.6984	NPC329631
Remote Similarity	0.6983	NPC476287
Remote Similarity	0.6974	NPC77101
Remote Similarity	0.6962	NPC245816
Remote Similarity	0.6962	NPC476138
Remote Similarity	0.6957	NPC182222
Remote Similarity	0.6951	NPC472099
Remote Similarity	0.6944	NPC101543
Remote Similarity	0.6944	NPC207686
Remote Similarity	0.6935	NPC229893
Remote Similarity	0.6929	NPC167860
Remote Similarity	0.6929	NPC123976
Remote Similarity	0.6929	NPC123839
Remote Similarity	0.692	NPC157931
Remote Similarity	0.6917	NPC180504
Remote Similarity	0.6917	NPC141053
Remote Similarity	0.6905	NPC477112
Remote Similarity	0.6902	NPC240384
Remote Similarity	0.6902	NPC15801
Remote Similarity	0.6898	NPC267811
Remote Similarity	0.6898	NPC27041
Remote Similarity	0.6897	NPC26543
Remote Similarity	0.6877	NPC49547
Remote Similarity	0.6862	NPC327592
Remote Similarity	0.686	NPC72905
Remote Similarity	0.686	NPC470020
Remote Similarity	0.6858	NPC9729
Remote Similarity	0.6853	NPC257851
Remote Similarity	0.6853	NPC74575
Remote Similarity	0.6853	NPC478078
Remote Similarity	0.6851	NPC267928
Remote Similarity	0.6846	NPC266249
Remote Similarity	0.6844	NPC236668
Remote Similarity	0.6835	NPC176538
Remote Similarity	0.6834	NPC75179
Remote Similarity	0.6833	NPC317373
Remote Similarity	0.6832	NPC51854
Remote Similarity	0.6831	NPC146418
Remote Similarity	0.6831	NPC187501
Remote Similarity	0.6825	NPC471762
Remote Similarity	0.6823	NPC196449
Remote Similarity	0.6823	NPC314222
Remote Similarity	0.6816	NPC146976
Remote Similarity	0.6803	NPC471603
Remote Similarity	0.6803	NPC264176
Remote Similarity	0.6803	NPC26679
Remote Similarity	0.6802	NPC131885
Remote Similarity	0.68	NPC130570
Remote Similarity	0.6793	NPC123395
Remote Similarity	0.6792	NPC132539
Remote Similarity	0.6792	NPC472259
Remote Similarity	0.679	NPC269367
Remote Similarity	0.6789	NPC148183
Remote Similarity	0.6789	NPC152768
Remote Similarity	0.6789	NPC36405
Remote Similarity	0.6786	NPC187145
Remote Similarity	0.6777	NPC82548
Remote Similarity	0.6774	NPC193267
Remote Similarity	0.6774	NPC213530
Remote Similarity	0.6772	NPC160666
Remote Similarity	0.6759	NPC66777
Remote Similarity	0.6749	NPC174672
Remote Similarity	0.6749	NPC185782
Remote Similarity	0.6748	NPC477979
Remote Similarity	0.6743	NPC208522
Remote Similarity	0.6742	NPC56271
Remote Similarity	0.6742	NPC137353
Remote Similarity	0.6736	NPC232727
Remote Similarity	0.6735	NPC318299
Remote Similarity	0.6723	NPC287437
Remote Similarity	0.6718	NPC178858
Remote Similarity	0.6708	NPC57398
Remote Similarity	0.6707	NPC317752
Remote Similarity	0.6707	NPC208084
Remote Similarity	0.6707	NPC288987
Remote Similarity	0.6707	NPC48317
Remote Similarity	0.6695	NPC472289
Remote Similarity	0.6694	NPC312645
Remote Similarity	0.6694	NPC45190
Remote Similarity	0.6681	NPC118084
Remote Similarity	0.668	NPC225279
Remote Similarity	0.668	NPC16066
Remote Similarity	0.668	NPC174758
Remote Similarity	0.6667	NPC472098
Remote Similarity	0.6667	NPC470017
Remote Similarity	0.6667	NPC321428
Remote Similarity	0.6641	NPC316224
Remote Similarity	0.664	NPC89508
Remote Similarity	0.664	NPC168209
Remote Similarity	0.664	NPC282247
Remote Similarity	0.664	NPC39500
Remote Similarity	0.664	NPC298436
Remote Similarity	0.6639	NPC328318
Remote Similarity	0.6639	NPC328596
Remote Similarity	0.6629	NPC472068
Remote Similarity	0.6627	NPC194740
Remote Similarity	0.6627	NPC472285
Remote Similarity	0.6627	NPC469727
Remote Similarity	0.6627	NPC305984
Remote Similarity	0.6627	NPC210434
Remote Similarity	0.6626	NPC242923
Remote Similarity	0.6625	NPC121772
Remote Similarity	0.6618	NPC473639
Remote Similarity	0.6602	NPC278525
Remote Similarity	0.6602	NPC477549
Remote Similarity	0.6601	NPC205372
Remote Similarity	0.66	NPC314270
Remote Similarity	0.6598	NPC249583
Remote Similarity	0.6597	NPC128244
Remote Similarity	0.6588	NPC140296
Remote Similarity	0.6587	NPC198503
Remote Similarity	0.6586	NPC470799
Remote Similarity	0.6586	NPC8022
Remote Similarity	0.6584	NPC285558
Remote Similarity	0.6583	NPC103361
Remote Similarity	0.6579	NPC472031
Remote Similarity	0.6579	NPC472067
Remote Similarity	0.6579	NPC472066
Remote Similarity	0.6576	NPC474688
Remote Similarity	0.6561	NPC175150
Remote Similarity	0.6561	NPC243633
Remote Similarity	0.6557	NPC323345
Remote Similarity	0.6557	NPC472287
Remote Similarity	0.6557	NPC470164
Remote Similarity	0.6557	NPC472286
Remote Similarity	0.6553	NPC78609
Remote Similarity	0.6553	NPC472434
Remote Similarity	0.655	NPC279189
Remote Similarity	0.655	NPC267078
Remote Similarity	0.655	NPC935
Remote Similarity	0.655	NPC200553
Remote Similarity	0.6548	NPC276657
Remote Similarity	0.6543	NPC472435
Remote Similarity	0.654	NPC473312
Remote Similarity	0.654	NPC39092
Remote Similarity	0.6534	NPC184408
Remote Similarity	0.6531	NPC243850
Remote Similarity	0.6531	NPC193238
Remote Similarity	0.6527	NPC41501
Remote Similarity	0.6525	NPC22481
Remote Similarity	0.6525	NPC474357
Remote Similarity	0.6523	NPC186351
Remote Similarity	0.652	NPC322064
Remote Similarity	0.652	NPC274982
Remote Similarity	0.6519	NPC478083
Remote Similarity	0.6518	NPC5145
Remote Similarity	0.6518	NPC309845
Remote Similarity	0.6515	NPC316756
Remote Similarity	0.6513	NPC184680
Remote Similarity	0.6513	NPC84853
Remote Similarity	0.6513	NPC470022
Remote Similarity	0.6512	NPC470323
Remote Similarity	0.651	NPC179287
Remote Similarity	0.651	NPC21638
Remote Similarity	0.651	NPC97746
Remote Similarity	0.6509	NPC161887

Drug Structure

NPD2311 OpenBabel08211702172D 25 28 0 0 0 0 0 0 0 0999 V2000 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 1.2024 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 -1.8366 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 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 -2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 0.3364 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 -0.0000 -2.0000 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 2.5981 -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 -2.0000 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 -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 4.3301 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 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 -2.5981 -1.5000 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -0.4067 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 1 3 2 0 0 0 0 1 6 1 0 0 0 0 2 4 1 0 0 0 0 2 8 2 0 0 0 0 3 12 1 0 0 0 0 4 15 2 0 0 0 0 5 7 2 0 0 0 0 5 14 1 0 0 0 0 6 18 2 0 0 0 0 7 19 1 0 0 0 0 8 24 1 0 0 0 0 9 12 2 0 0 0 0 9 18 1 0 0 0 0 10 13 2 0 0 0 0 10 20 1 0 0 0 0 11 19 2 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 13 14 1 0 0 0 0 13 16 1 0 0 0 0 14 21 2 0 0 0 0 15 16 1 0 0 0 0 15 24 1 0 0 0 0 16 23 2 0 0 0 0 17 20 2 0 0 0 0 17 22 1 0 0 0 0 17 23 1 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000844
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11716665
ChEBI
CAS Number

Drug Properties

Molecular Weight	316.11
ALogP	-0.5745
MLogP	2.56
XLogP	2.238
HDA	6
HBD	1
Rotatable Bonds	4
TPSA	89.62
RO5 Violation	0