NPASS drugs

Drug Information

Drug ID:	NPD3986
Drug Name:	KW-2170
Molecular Formula:	C20H23N5O4
Canonical SMILES:	OCCNCc1nn2c3c1ccc(c3c(=O)c1c2c(O)ccc1O)NCCCN
Standard InCHI:	InChI=1S/C20H23N5O4/c21-6-1-7-23-12-3-2-11-13(10-22-8-9-26)24-25-18(11)16(12)20(29)17-14(27)4-5-15(28)19(17)25/h2-5,22-23,26-28H,1,6-10,21H2
Standard InCHIKey:	IQCIQDNWBGEGRL-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3986

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	403
0.1-0.2	2620
0.2-0.3	9993
0.3-0.4	6611
0.4-0.5	8415
0.5-0.6	1839
0.6-0.7	946
0.7-0.8	63
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	0.7848	NPC477112
Intermediate Similarity	0.7709	NPC283117
Intermediate Similarity	0.7652	NPC294375
Intermediate Similarity	0.7652	NPC23294
Intermediate Similarity	0.7609	NPC303951
Intermediate Similarity	0.7598	NPC210828
Intermediate Similarity	0.7598	NPC86834
Intermediate Similarity	0.7564	NPC293151
Intermediate Similarity	0.7563	NPC179287
Intermediate Similarity	0.7554	NPC118228
Intermediate Similarity	0.7448	NPC51388
Intermediate Similarity	0.7447	NPC477110
Intermediate Similarity	0.7436	NPC250448
Intermediate Similarity	0.7407	NPC474701
Intermediate Similarity	0.7395	NPC150239
Intermediate Similarity	0.7358	NPC473187
Intermediate Similarity	0.7352	NPC473188
Intermediate Similarity	0.7331	NPC178858
Intermediate Similarity	0.7311	NPC247803
Intermediate Similarity	0.7311	NPC184408
Intermediate Similarity	0.7308	NPC309845
Intermediate Similarity	0.7302	NPC218388
Intermediate Similarity	0.73	NPC3207
Intermediate Similarity	0.728	NPC208084
Intermediate Similarity	0.7277	NPC9894
Intermediate Similarity	0.7227	NPC478032
Intermediate Similarity	0.7222	NPC208522
Intermediate Similarity	0.7203	NPC132385
Intermediate Similarity	0.7194	NPC469734
Intermediate Similarity	0.7184	NPC274640
Intermediate Similarity	0.7179	NPC270918
Intermediate Similarity	0.7178	NPC174760
Intermediate Similarity	0.7155	NPC330009
Intermediate Similarity	0.7149	NPC39679
Intermediate Similarity	0.7149	NPC477111
Intermediate Similarity	0.7143	NPC39500
Intermediate Similarity	0.7137	NPC477113
Intermediate Similarity	0.7131	NPC187501
Intermediate Similarity	0.712	NPC6786
Intermediate Similarity	0.7119	NPC220851
Intermediate Similarity	0.7118	NPC472193
Intermediate Similarity	0.7108	NPC39370
Intermediate Similarity	0.7103	NPC475844
Intermediate Similarity	0.7101	NPC310211
Intermediate Similarity	0.7101	NPC308137
Intermediate Similarity	0.7095	NPC46561
Intermediate Similarity	0.7083	NPC322064
Intermediate Similarity	0.7083	NPC469928
Intermediate Similarity	0.708	NPC477549
Intermediate Similarity	0.7078	NPC198503
Intermediate Similarity	0.7074	NPC45048
Intermediate Similarity	0.7056	NPC474688
Intermediate Similarity	0.7054	NPC169402
Intermediate Similarity	0.7051	NPC476098
Intermediate Similarity	0.7049	NPC144452
Intermediate Similarity	0.7048	NPC144381
Intermediate Similarity	0.7037	NPC225279
Intermediate Similarity	0.7037	NPC279589
Intermediate Similarity	0.7037	NPC276657
Intermediate Similarity	0.7028	NPC49547
Intermediate Similarity	0.7028	NPC473186
Intermediate Similarity	0.7019	NPC227824
Intermediate Similarity	0.7	NPC329631
Remote Similarity	0.6996	NPC41501
Remote Similarity	0.6987	NPC87413
Remote Similarity	0.6984	NPC184225
Remote Similarity	0.698	NPC478141
Remote Similarity	0.6979	NPC134848
Remote Similarity	0.6971	NPC237740
Remote Similarity	0.6971	NPC116238
Remote Similarity	0.6962	NPC183777
Remote Similarity	0.696	NPC207686
Remote Similarity	0.696	NPC132329
Remote Similarity	0.6958	NPC219087
Remote Similarity	0.695	NPC67401
Remote Similarity	0.6946	NPC234999
Remote Similarity	0.6943	NPC152620
Remote Similarity	0.6938	NPC270515
Remote Similarity	0.6938	NPC63971
Remote Similarity	0.6938	NPC91868
Remote Similarity	0.6935	NPC473185
Remote Similarity	0.6926	NPC473179
Remote Similarity	0.6908	NPC53534
Remote Similarity	0.6908	NPC194740
Remote Similarity	0.6907	NPC317572
Remote Similarity	0.6899	NPC161801
Remote Similarity	0.6894	NPC89549
Remote Similarity	0.6892	NPC477516
Remote Similarity	0.6891	NPC249583
Remote Similarity	0.6891	NPC53344
Remote Similarity	0.6883	NPC205372
Remote Similarity	0.688	NPC128823
Remote Similarity	0.6875	NPC5145
Remote Similarity	0.6875	NPC473312
Remote Similarity	0.6875	NPC237901
Remote Similarity	0.6875	NPC195788
Remote Similarity	0.6872	NPC152768
Remote Similarity	0.6872	NPC94943
Remote Similarity	0.6872	NPC148183
Remote Similarity	0.6867	NPC74575
Remote Similarity	0.6867	NPC478078
Remote Similarity	0.6853	NPC276517
Remote Similarity	0.6846	NPC165964
Remote Similarity	0.6846	NPC220337
Remote Similarity	0.6844	NPC27041
Remote Similarity	0.6844	NPC469727
Remote Similarity	0.684	NPC471762
Remote Similarity	0.6838	NPC182222
Remote Similarity	0.6838	NPC306376
Remote Similarity	0.6835	NPC165599
Remote Similarity	0.6833	NPC209769
Remote Similarity	0.6832	NPC244543
Remote Similarity	0.6829	NPC132642
Remote Similarity	0.6828	NPC190007
Remote Similarity	0.6827	NPC470018
Remote Similarity	0.6824	NPC470784
Remote Similarity	0.6822	NPC160898
Remote Similarity	0.682	NPC4687
Remote Similarity	0.682	NPC244741
Remote Similarity	0.6818	NPC258048
Remote Similarity	0.6818	NPC12344
Remote Similarity	0.6818	NPC475778
Remote Similarity	0.6816	NPC264285
Remote Similarity	0.6815	NPC229893
Remote Similarity	0.6807	NPC133156
Remote Similarity	0.6803	NPC183407
Remote Similarity	0.68	NPC257851
Remote Similarity	0.6795	NPC153042
Remote Similarity	0.6795	NPC90229
Remote Similarity	0.6794	NPC189079
Remote Similarity	0.6792	NPC74619
Remote Similarity	0.6792	NPC171787
Remote Similarity	0.6789	NPC288987
Remote Similarity	0.6786	NPC14288
Remote Similarity	0.6784	NPC15801
Remote Similarity	0.6784	NPC212535
Remote Similarity	0.678	NPC249040
Remote Similarity	0.6778	NPC45190
Remote Similarity	0.6775	NPC314222
Remote Similarity	0.6775	NPC196449
Remote Similarity	0.6775	NPC260909
Remote Similarity	0.6774	NPC162748
Remote Similarity	0.6768	NPC329982
Remote Similarity	0.6766	NPC192315
Remote Similarity	0.6763	NPC325297
Remote Similarity	0.676	NPC24370
Remote Similarity	0.676	NPC214142
Remote Similarity	0.676	NPC319232
Remote Similarity	0.6759	NPC474192
Remote Similarity	0.6759	NPC475720
Remote Similarity	0.6758	NPC101350
Remote Similarity	0.6753	NPC473639
Remote Similarity	0.6752	NPC170333
Remote Similarity	0.6749	NPC110182
Remote Similarity	0.6748	NPC473041
Remote Similarity	0.6747	NPC122436
Remote Similarity	0.6747	NPC314633
Remote Similarity	0.6746	NPC95240
Remote Similarity	0.6738	NPC230403
Remote Similarity	0.6737	NPC476167
Remote Similarity	0.6736	NPC472259
Remote Similarity	0.6736	NPC314648
Remote Similarity	0.6736	NPC179896
Remote Similarity	0.6736	NPC471304
Remote Similarity	0.6733	NPC261251
Remote Similarity	0.6733	NPC157931
Remote Similarity	0.6732	NPC473105
Remote Similarity	0.6732	NPC284888
Remote Similarity	0.6723	NPC70956
Remote Similarity	0.6723	NPC243834
Remote Similarity	0.6719	NPC184680
Remote Similarity	0.6719	NPC119006
Remote Similarity	0.6719	NPC260434
Remote Similarity	0.6719	NPC235685
Remote Similarity	0.6719	NPC473183
Remote Similarity	0.6718	NPC142385
Remote Similarity	0.6717	NPC478083
Remote Similarity	0.671	NPC221873
Remote Similarity	0.6708	NPC146418
Remote Similarity	0.6708	NPC300156
Remote Similarity	0.6707	NPC16352
Remote Similarity	0.6707	NPC312645
Remote Similarity	0.6706	NPC100547
Remote Similarity	0.6706	NPC473184
Remote Similarity	0.6706	NPC66777
Remote Similarity	0.6705	NPC148889
Remote Similarity	0.6696	NPC314573
Remote Similarity	0.6695	NPC472284
Remote Similarity	0.6694	NPC128115
Remote Similarity	0.6694	NPC472099
Remote Similarity	0.6694	NPC323969
Remote Similarity	0.6693	NPC132631
Remote Similarity	0.6693	NPC202503
Remote Similarity	0.6693	NPC470785
Remote Similarity	0.6693	NPC54803
Remote Similarity	0.6693	NPC103687
Remote Similarity	0.6693	NPC321592
Remote Similarity	0.6692	NPC181081
Remote Similarity	0.6692	NPC473800
Remote Similarity	0.6692	NPC133609

Drug Structure

NPD3986 OpenBabel08211704332D 36 39 0 0 0 0 0 0 0 0999 V2000 1.2817 -4.3828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4263 -0.4667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4264 -1.4004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4258 -1.4014 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4260 -0.4676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1950 -4.5769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9931 -3.4949 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4206 2.7382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0810 2.0780 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2773 1.5944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6173 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6177 -1.8675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6172 0.9340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6171 -1.8681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6175 -0.0006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8091 -1.4007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8086 -1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8089 -0.4670 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8087 -0.4673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0003 -1.8678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4836 -5.4647 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5188 2.4963 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6178 -2.8011 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 0.9337 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 4.9828 2.3199 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6169 -2.8507 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6176 0.9820 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0005 -2.8246 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8589 -6.1586 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3968 -5.6588 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8584 3.1564 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5310 -2.9951 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6432 1.6598 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7658 -3.3419 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7667 1.4735 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 1 7 1 0 0 0 0 2 3 2 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 5 2 0 0 0 0 4 14 1 0 0 0 0 5 15 1 0 0 0 0 6 21 1 0 0 0 0 7 23 1 0 0 0 0 8 9 1 0 0 0 0 8 22 1 0 0 0 0 9 26 1 0 0 0 0 10 13 1 0 0 0 0 10 22 1 0 0 0 0 11 13 1 0 0 0 0 11 18 2 0 0 0 0 12 16 2 0 0 0 0 12 23 1 0 0 0 0 13 24 2 0 0 0 0 14 17 2 0 0 0 0 14 27 1 0 0 0 0 15 19 2 0 0 0 0 15 28 1 0 0 0 0 16 18 1 0 0 0 0 16 20 1 0 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 18 25 1 0 0 0 0 19 25 1 0 0 0 0 20 29 2 0 0 0 0 21 30 1 0 0 0 0 21 31 1 0 0 0 0 22 32 1 0 0 0 0 23 33 1 0 0 0 0 24 25 1 0 0 0 0 26 34 1 0 0 0 0 27 35 1 0 0 0 0 28 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003192
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	397.18
ALogP	-3.4522
MLogP	2.67
XLogP	-1.24
HDA	7
HBD	6
Rotatable Bonds	12
TPSA	145.14
RO5 Violation	1