NPASS drugs

Drug Information

Drug ID:	NPD2312
Drug Name:	quinotolast
Molecular Formula:	C17H12N6O3
Canonical SMILES:	OC(=Nc1n[nH]nn1)c1cc(Oc2ccccc2)c2n(c1=O)cccc2
Standard InCHI:	InChI=1S/C17H12N6O3/c24-15(18-17-19-21-22-20-17)12-10-14(26-11-6-2-1-3-7-11)13-8-4-5-9-23(13)16(12)25/h1-10H,(H2,18,19,20,21,22,24)
Standard InCHIKey:	ZUPLNRDTYQWUHP-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2312

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	194
0.1-0.2	2399
0.2-0.3	9217
0.3-0.4	3387
0.4-0.5	12772
0.5-0.6	2878
0.6-0.7	43
0.7-0.8	0
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
Remote Similarity	0.6855	NPC29650
Remote Similarity	0.6813	NPC138365
Remote Similarity	0.6647	NPC9373
Remote Similarity	0.6591	NPC254700
Remote Similarity	0.6519	NPC218323
Remote Similarity	0.6398	NPC196026
Remote Similarity	0.6398	NPC200555
Remote Similarity	0.6331	NPC473804
Remote Similarity	0.6323	NPC256369
Remote Similarity	0.6303	NPC13826
Remote Similarity	0.6303	NPC209195
Remote Similarity	0.6294	NPC119569
Remote Similarity	0.6242	NPC274441
Remote Similarity	0.6234	NPC258992
Remote Similarity	0.622	NPC274732
Remote Similarity	0.622	NPC471953
Remote Similarity	0.6182	NPC169766
Remote Similarity	0.6182	NPC105541
Remote Similarity	0.6182	NPC297584
Remote Similarity	0.6169	NPC303370
Remote Similarity	0.6168	NPC77992
Remote Similarity	0.6154	NPC212850
Remote Similarity	0.6154	NPC83289
Remote Similarity	0.6154	NPC189724
Remote Similarity	0.6149	NPC476249
Remote Similarity	0.6127	NPC245974
Remote Similarity	0.6121	NPC208022
Remote Similarity	0.6105	NPC247298
Remote Similarity	0.6087	NPC471648
Remote Similarity	0.6076	NPC41801
Remote Similarity	0.6067	NPC315257
Remote Similarity	0.6067	NPC471649
Remote Similarity	0.6062	NPC283207
Remote Similarity	0.6054	NPC474881
Remote Similarity	0.6045	NPC123011
Remote Similarity	0.6045	NPC256689
Remote Similarity	0.6038	NPC83279
Remote Similarity	0.6037	NPC283079
Remote Similarity	0.601	NPC16249
Remote Similarity	0.6	NPC471653
Remote Similarity	0.6	NPC231572
Remote Similarity	0.6	NPC14390
Remote Similarity	0.6	NPC473491
Remote Similarity	0.5988	NPC266425
Remote Similarity	0.5987	NPC323948
Remote Similarity	0.5978	NPC471651
Remote Similarity	0.5976	NPC242159
Remote Similarity	0.5976	NPC313694
Remote Similarity	0.5976	NPC307682
Remote Similarity	0.5975	NPC263835
Remote Similarity	0.5957	NPC474902
Remote Similarity	0.5952	NPC94280
Remote Similarity	0.5952	NPC470441
Remote Similarity	0.5952	NPC159150
Remote Similarity	0.5952	NPC103947
Remote Similarity	0.5952	NPC45783
Remote Similarity	0.5952	NPC193673
Remote Similarity	0.5952	NPC328419
Remote Similarity	0.5944	NPC287757
Remote Similarity	0.5944	NPC319320
Remote Similarity	0.5943	NPC296085
Remote Similarity	0.5941	NPC193528
Remote Similarity	0.5939	NPC198401
Remote Similarity	0.5938	NPC315542
Remote Similarity	0.5938	NPC473051
Remote Similarity	0.5938	NPC473050
Remote Similarity	0.5928	NPC217574
Remote Similarity	0.592	NPC214368
Remote Similarity	0.5917	NPC277042
Remote Similarity	0.5917	NPC73883
Remote Similarity	0.5917	NPC230698
Remote Similarity	0.5917	NPC237227
Remote Similarity	0.5917	NPC96406
Remote Similarity	0.5917	NPC205178
Remote Similarity	0.5917	NPC251454
Remote Similarity	0.5917	NPC196609
Remote Similarity	0.5917	NPC136330
Remote Similarity	0.5917	NPC255817
Remote Similarity	0.5912	NPC43275
Remote Similarity	0.5907	NPC276120
Remote Similarity	0.5906	NPC476989
Remote Similarity	0.5902	NPC472923
Remote Similarity	0.5897	NPC174629
Remote Similarity	0.5896	NPC128115
Remote Similarity	0.5891	NPC295898
Remote Similarity	0.5886	NPC471646
Remote Similarity	0.5886	NPC471647
Remote Similarity	0.5882	NPC137172
Remote Similarity	0.5882	NPC99078
Remote Similarity	0.5882	NPC145446
Remote Similarity	0.5864	NPC477163
Remote Similarity	0.5858	NPC167096
Remote Similarity	0.5856	NPC244336
Remote Similarity	0.5855	NPC235194
Remote Similarity	0.5852	NPC71629
Remote Similarity	0.5851	NPC158277
Remote Similarity	0.5851	NPC164608
Remote Similarity	0.5848	NPC214036
Remote Similarity	0.5848	NPC248505
Remote Similarity	0.5848	NPC470707
Remote Similarity	0.5848	NPC113236
Remote Similarity	0.5848	NPC252107
Remote Similarity	0.5848	NPC95366
Remote Similarity	0.5848	NPC220923
Remote Similarity	0.5844	NPC95977
Remote Similarity	0.5838	NPC127362
Remote Similarity	0.5833	NPC307123
Remote Similarity	0.5833	NPC247018
Remote Similarity	0.5833	NPC97870
Remote Similarity	0.5829	NPC244338
Remote Similarity	0.5829	NPC16188
Remote Similarity	0.5819	NPC324081
Remote Similarity	0.5817	NPC146530
Remote Similarity	0.5812	NPC32064
Remote Similarity	0.581	NPC66191
Remote Similarity	0.581	NPC316297
Remote Similarity	0.581	NPC314817
Remote Similarity	0.5808	NPC120251
Remote Similarity	0.5808	NPC231382
Remote Similarity	0.5806	NPC166837
Remote Similarity	0.5798	NPC248670
Remote Similarity	0.5793	NPC193805
Remote Similarity	0.5793	NPC171372
Remote Similarity	0.5792	NPC231862
Remote Similarity	0.5789	NPC469808
Remote Similarity	0.5787	NPC233702
Remote Similarity	0.5787	NPC161544
Remote Similarity	0.5784	NPC469479
Remote Similarity	0.5781	NPC270301
Remote Similarity	0.5778	NPC244509
Remote Similarity	0.5778	NPC474852
Remote Similarity	0.5775	NPC473693
Remote Similarity	0.5775	NPC471568
Remote Similarity	0.5774	NPC477645
Remote Similarity	0.5773	NPC138083
Remote Similarity	0.5761	NPC22014
Remote Similarity	0.5761	NPC289776
Remote Similarity	0.5761	NPC191863
Remote Similarity	0.5761	NPC133470
Remote Similarity	0.5761	NPC57105
Remote Similarity	0.5759	NPC181905
Remote Similarity	0.5759	NPC475421
Remote Similarity	0.5756	NPC471316
Remote Similarity	0.5746	NPC471073
Remote Similarity	0.5746	NPC473778
Remote Similarity	0.5746	NPC270811
Remote Similarity	0.5744	NPC262725
Remote Similarity	0.574	NPC118419
Remote Similarity	0.574	NPC318862
Remote Similarity	0.5737	NPC8467
Remote Similarity	0.5735	NPC311357
Remote Similarity	0.5732	NPC93730
Remote Similarity	0.5723	NPC33717
Remote Similarity	0.5714	NPC476661
Remote Similarity	0.5714	NPC54243
Remote Similarity	0.5707	NPC473546
Remote Similarity	0.5707	NPC143450
Remote Similarity	0.5706	NPC132308
Remote Similarity	0.5706	NPC313414
Remote Similarity	0.5699	NPC116096
Remote Similarity	0.5699	NPC71205
Remote Similarity	0.5697	NPC229113
Remote Similarity	0.5694	NPC197125
Remote Similarity	0.5692	NPC299806
Remote Similarity	0.5691	NPC196091
Remote Similarity	0.5689	NPC81092
Remote Similarity	0.5689	NPC103605
Remote Similarity	0.5689	NPC22783
Remote Similarity	0.5687	NPC74562
Remote Similarity	0.5687	NPC316181
Remote Similarity	0.5687	NPC151781
Remote Similarity	0.5686	NPC476662
Remote Similarity	0.568	NPC7569
Remote Similarity	0.5674	NPC132771
Remote Similarity	0.5673	NPC205926
Remote Similarity	0.5673	NPC473360
Remote Similarity	0.5671	NPC471314
Remote Similarity	0.5671	NPC471315
Remote Similarity	0.567	NPC470112
Remote Similarity	0.567	NPC167763
Remote Similarity	0.567	NPC470903
Remote Similarity	0.5668	NPC473502
Remote Similarity	0.5668	NPC471652
Remote Similarity	0.5668	NPC314861
Remote Similarity	0.5667	NPC56685
Remote Similarity	0.5667	NPC202198
Remote Similarity	0.5663	NPC150308
Remote Similarity	0.5663	NPC116007
Remote Similarity	0.5663	NPC29477
Remote Similarity	0.5663	NPC83511
Remote Similarity	0.566	NPC37302
Remote Similarity	0.5652	NPC32298
Remote Similarity	0.5652	NPC133817
Remote Similarity	0.5652	NPC476443
Remote Similarity	0.5648	NPC475564
Remote Similarity	0.5648	NPC170302
Remote Similarity	0.5648	NPC475409
Remote Similarity	0.5647	NPC470392
Remote Similarity	0.5645	NPC475998
Remote Similarity	0.5641	NPC141068

Drug Structure

NPD2312 OpenBabel08211702172D 28 31 0 0 0 0 0 0 0 0999 V2000 8.5109 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5109 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 5.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 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 4.1808 3.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 2.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 3.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 1.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 -1.7796 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 3.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 4 5 1 0 0 0 0 4 8 2 0 0 0 0 5 9 2 0 0 0 0 6 11 2 0 0 0 0 7 11 1 0 0 0 0 8 13 1 0 0 0 0 9 23 1 0 0 0 0 10 12 2 0 0 0 0 10 14 1 0 0 0 0 11 26 1 0 0 0 0 12 15 1 0 0 0 0 12 16 1 0 0 0 0 13 14 2 0 0 0 0 13 23 1 0 0 0 0 14 26 1 0 0 0 0 15 18 2 3 0 0 0 15 24 1 0 0 0 0 16 23 1 0 0 0 0 16 25 2 0 0 0 0 17 18 1 0 0 0 0 17 19 2 0 0 0 0 17 20 1 0 0 0 0 19 21 1 0 0 0 0 20 22 2 0 0 0 0 21 22 1 0 0 0 0 21 27 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005066
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	348.10
ALogP	-1.0299
MLogP	2.34
XLogP	3.746
HDA	8
HBD	2
Rotatable Bonds	5
TPSA	116.59
RO5 Violation	0