NPASS drugs

Drug Information

Drug ID:	NPD3580
Drug Name:	SL-89.0591
Molecular Formula:	C19H25ClN6O2
Canonical SMILES:	COc1ccc(cc1N1CCN(CC1)CCCN=c1[nH]ccc(n1)C(=O)N)Cl
Standard InCHI:	InChI=1S/C19H25ClN6O2/c1-28-17-4-3-14(20)13-16(17)26-11-9-25(10-12-26)8-2-6-22-19-23-7-5-15(24-19)18(21)27/h3-5,7,13H,2,6,8-12H2,1H3,(H2,21,27)(H,22,23,24)
Standard InCHIKey:	NNPHPGSVPQWUHP-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3580

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	280
0.1-0.2	5573
0.2-0.3	7419
0.3-0.4	11437
0.4-0.5	4748
0.5-0.6	1393
0.6-0.7	40
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	0.68	NPC473874
Remote Similarity	0.6746	NPC208022
Remote Similarity	0.6647	NPC476475
Remote Similarity	0.6608	NPC297584
Remote Similarity	0.6557	NPC315257
Remote Similarity	0.6534	NPC476462
Remote Similarity	0.6461	NPC260601
Remote Similarity	0.6449	NPC197141
Remote Similarity	0.6398	NPC301163
Remote Similarity	0.6386	NPC198401
Remote Similarity	0.6378	NPC314659
Remote Similarity	0.6364	NPC257851
Remote Similarity	0.6327	NPC197335
Remote Similarity	0.6313	NPC168750
Remote Similarity	0.6289	NPC473432
Remote Similarity	0.6283	NPC1527
Remote Similarity	0.6281	NPC87391
Remote Similarity	0.6272	NPC315632
Remote Similarity	0.6244	NPC118776
Remote Similarity	0.6228	NPC471614
Remote Similarity	0.6209	NPC9373
Remote Similarity	0.6207	NPC469961
Remote Similarity	0.6193	NPC29650
Remote Similarity	0.6158	NPC138365
Remote Similarity	0.6103	NPC287208
Remote Similarity	0.6103	NPC73280
Remote Similarity	0.6098	NPC264782
Remote Similarity	0.6089	NPC232872
Remote Similarity	0.608	NPC161887
Remote Similarity	0.6062	NPC314861
Remote Similarity	0.6059	NPC110741
Remote Similarity	0.6059	NPC56271
Remote Similarity	0.6057	NPC473987
Remote Similarity	0.6048	NPC214368
Remote Similarity	0.6042	NPC118511
Remote Similarity	0.6011	NPC471132
Remote Similarity	0.601	NPC314948
Remote Similarity	0.6	NPC157931
Remote Similarity	0.6	NPC92803
Remote Similarity	0.6	NPC476518
Remote Similarity	0.599	NPC20249
Remote Similarity	0.5981	NPC219350
Remote Similarity	0.5981	NPC194699
Remote Similarity	0.598	NPC18890
Remote Similarity	0.5973	NPC17565
Remote Similarity	0.5973	NPC66777
Remote Similarity	0.5973	NPC471762
Remote Similarity	0.5969	NPC121658
Remote Similarity	0.5969	NPC471648
Remote Similarity	0.5969	NPC14651
Remote Similarity	0.5967	NPC47986
Remote Similarity	0.5963	NPC162530
Remote Similarity	0.5962	NPC473422
Remote Similarity	0.5951	NPC473569
Remote Similarity	0.595	NPC70092
Remote Similarity	0.5943	NPC295898
Remote Similarity	0.5938	NPC231862
Remote Similarity	0.5938	NPC65277
Remote Similarity	0.5938	NPC285635
Remote Similarity	0.5933	NPC478049
Remote Similarity	0.593	NPC220560
Remote Similarity	0.592	NPC270301
Remote Similarity	0.592	NPC266551
Remote Similarity	0.592	NPC250476
Remote Similarity	0.592	NPC219963
Remote Similarity	0.5915	NPC476138
Remote Similarity	0.5915	NPC245816
Remote Similarity	0.5909	NPC471306
Remote Similarity	0.5909	NPC471321
Remote Similarity	0.5907	NPC177404
Remote Similarity	0.5905	NPC100863
Remote Similarity	0.5891	NPC471785
Remote Similarity	0.5888	NPC85482
Remote Similarity	0.5886	NPC469949
Remote Similarity	0.5882	NPC26543
Remote Similarity	0.5882	NPC262725
Remote Similarity	0.5879	NPC290069
Remote Similarity	0.5877	NPC187558
Remote Similarity	0.5876	NPC231382
Remote Similarity	0.5872	NPC277306
Remote Similarity	0.5872	NPC469442
Remote Similarity	0.587	NPC141053
Remote Similarity	0.5865	NPC84853
Remote Similarity	0.5859	NPC111624
Remote Similarity	0.5856	NPC303658
Remote Similarity	0.5855	NPC93653
Remote Similarity	0.5849	NPC19872
Remote Similarity	0.5842	NPC26872
Remote Similarity	0.5842	NPC116096
Remote Similarity	0.5833	NPC26850
Remote Similarity	0.5825	NPC57105
Remote Similarity	0.5825	NPC289776
Remote Similarity	0.5825	NPC191863
Remote Similarity	0.5825	NPC133470
Remote Similarity	0.5822	NPC470586
Remote Similarity	0.5818	NPC25539
Remote Similarity	0.5818	NPC471663
Remote Similarity	0.5818	NPC476287
Remote Similarity	0.5811	NPC305984
Remote Similarity	0.5808	NPC258773
Remote Similarity	0.5806	NPC82548
Remote Similarity	0.5801	NPC13826
Remote Similarity	0.5801	NPC209195
Remote Similarity	0.5797	NPC471593
Remote Similarity	0.5794	NPC52801
Remote Similarity	0.5792	NPC316297
Remote Similarity	0.5792	NPC314817
Remote Similarity	0.5792	NPC66191
Remote Similarity	0.5789	NPC226202
Remote Similarity	0.5782	NPC267928
Remote Similarity	0.5781	NPC112766
Remote Similarity	0.5781	NPC228206
Remote Similarity	0.578	NPC174758
Remote Similarity	0.578	NPC174672
Remote Similarity	0.5775	NPC473769
Remote Similarity	0.5773	NPC26679
Remote Similarity	0.5769	NPC22476
Remote Similarity	0.5765	NPC299582
Remote Similarity	0.5764	NPC472163
Remote Similarity	0.5762	NPC230313
Remote Similarity	0.5758	NPC255721
Remote Similarity	0.5753	NPC471304
Remote Similarity	0.5746	NPC274441
Remote Similarity	0.5743	NPC181905
Remote Similarity	0.5736	NPC127362
Remote Similarity	0.5733	NPC323969
Remote Similarity	0.5733	NPC128115
Remote Similarity	0.5727	NPC242923
Remote Similarity	0.5723	NPC226914
Remote Similarity	0.5721	NPC311357
Remote Similarity	0.5714	NPC195787
Remote Similarity	0.5714	NPC198673
Remote Similarity	0.5714	NPC246140
Remote Similarity	0.5708	NPC185782
Remote Similarity	0.5707	NPC156059
Remote Similarity	0.5707	NPC13397
Remote Similarity	0.5701	NPC315957
Remote Similarity	0.5701	NPC94157
Remote Similarity	0.5701	NPC329793
Remote Similarity	0.5701	NPC329747
Remote Similarity	0.57	NPC21425
Remote Similarity	0.5699	NPC308197
Remote Similarity	0.5696	NPC314954
Remote Similarity	0.5695	NPC152768
Remote Similarity	0.5695	NPC148183
Remote Similarity	0.5694	NPC473460
Remote Similarity	0.5694	NPC475774
Remote Similarity	0.5694	NPC475411
Remote Similarity	0.5693	NPC143450
Remote Similarity	0.5691	NPC184437
Remote Similarity	0.569	NPC49547
Remote Similarity	0.5688	NPC16249
Remote Similarity	0.5685	NPC254700
Remote Similarity	0.5681	NPC168911
Remote Similarity	0.568	NPC42591
Remote Similarity	0.5676	NPC471080
Remote Similarity	0.5676	NPC469592
Remote Similarity	0.5672	NPC312872
Remote Similarity	0.567	NPC319320
Remote Similarity	0.567	NPC287757
Remote Similarity	0.567	NPC471197
Remote Similarity	0.567	NPC70549
Remote Similarity	0.5668	NPC285558
Remote Similarity	0.5667	NPC476687
Remote Similarity	0.5667	NPC79213
Remote Similarity	0.5667	NPC476685
Remote Similarity	0.5667	NPC476689
Remote Similarity	0.5665	NPC287152
Remote Similarity	0.5664	NPC274268
Remote Similarity	0.5664	NPC472099
Remote Similarity	0.5663	NPC230942
Remote Similarity	0.5663	NPC315498
Remote Similarity	0.5662	NPC285192
Remote Similarity	0.5659	NPC176127
Remote Similarity	0.5656	NPC471532
Remote Similarity	0.5652	NPC187145
Remote Similarity	0.5646	NPC174629
Remote Similarity	0.5644	NPC471198
Remote Similarity	0.5642	NPC477161
Remote Similarity	0.564	NPC328763
Remote Similarity	0.5636	NPC30540
Remote Similarity	0.5634	NPC316282
Remote Similarity	0.5634	NPC161804
Remote Similarity	0.5632	NPC324081
Remote Similarity	0.5632	NPC257142
Remote Similarity	0.5631	NPC264176
Remote Similarity	0.5631	NPC84478
Remote Similarity	0.5631	NPC469829
Remote Similarity	0.5629	NPC95977
Remote Similarity	0.5628	NPC33507
Remote Similarity	0.5628	NPC469443
Remote Similarity	0.5628	NPC194740
Remote Similarity	0.5625	NPC74382
Remote Similarity	0.5625	NPC284348
Remote Similarity	0.5625	NPC274982
Remote Similarity	0.5625	NPC206251
Remote Similarity	0.5622	NPC469554
Remote Similarity	0.5622	NPC101543
Remote Similarity	0.5619	NPC92111
Remote Similarity	0.5616	NPC315631

Drug Structure

NPD3580 OpenBabel08211703112D 31 33 0 0 0 0 0 0 0 0999 V2000 6.0622 -3.5000 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 7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 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 1.0000 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 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 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 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 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 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 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 3.4641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 6 1 0 0 0 0 2 8 1 0 0 0 0 3 4 2 0 0 0 0 3 14 1 0 0 0 0 4 17 1 0 0 0 0 5 7 2 0 0 0 0 5 15 1 0 0 0 0 6 22 1 0 0 0 0 7 23 1 0 0 0 0 8 25 1 0 0 0 0 9 11 1 0 0 0 0 9 25 1 0 0 0 0 10 12 1 0 0 0 0 10 25 1 0 0 0 0 11 26 1 0 0 0 0 12 26 1 0 0 0 0 13 14 2 0 0 0 0 13 16 1 0 0 0 0 14 20 1 0 0 0 0 15 18 1 0 0 0 0 15 24 2 0 0 0 0 16 17 2 0 0 0 0 16 26 1 0 0 0 0 17 28 1 0 0 0 0 18 21 1 0 0 0 0 18 27 2 0 0 0 0 19 22 2 3 0 0 0 19 23 1 0 0 0 0 19 24 1 0 0 0 0 21 29 1 0 0 0 0 21 30 1 0 0 0 0 23 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015958
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	404.17
ALogP	-1.2284
MLogP	2.56
XLogP	0.68
HDA	7
HBD	2
Rotatable Bonds	10
TPSA	95.55
RO5 Violation	0