NPASS drugs

Drug Information

Drug ID:	NPD5428
Drug Name:	CGP-53716
Molecular Formula:	C23H19N5O
Canonical SMILES:	OC(=Nc1ccc(c(c1)Nc1nccc(n1)c1cccnc1)C)c1ccccc1
Standard InCHI:	InChI=1S/C23H19N5O/c1-16-9-10-19(26-22(29)17-6-3-2-4-7-17)14-21(16)28-23-25-13-11-20(27-23)18-8-5-12-24-15-18/h2-15H,1H3,(H,26,29)(H,25,27,28)
Standard InCHIKey:	UOEJSOXEHKCNAE-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5428

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	453
0.1-0.2	4747
0.2-0.3	9732
0.3-0.4	11439
0.4-0.5	2127
0.5-0.6	1375
0.6-0.7	946
0.7-0.8	70
0.8-0.85	1
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	0.8	NPC164664
Intermediate Similarity	0.7979	NPC472289
Intermediate Similarity	0.7826	NPC130570
Intermediate Similarity	0.7814	NPC208060
Intermediate Similarity	0.776	NPC476686
Intermediate Similarity	0.776	NPC476688
Intermediate Similarity	0.776	NPC105758
Intermediate Similarity	0.7747	NPC278874
Intermediate Similarity	0.7662	NPC477111
Intermediate Similarity	0.766	NPC477891
Intermediate Similarity	0.7624	NPC224632
Intermediate Similarity	0.7583	NPC103687
Intermediate Similarity	0.7583	NPC132631
Intermediate Similarity	0.7566	NPC144114
Intermediate Similarity	0.7562	NPC477113
Intermediate Similarity	0.7552	NPC254762
Intermediate Similarity	0.7512	NPC471603
Intermediate Similarity	0.7447	NPC150048
Intermediate Similarity	0.7447	NPC203754
Intermediate Similarity	0.7377	NPC131718
Intermediate Similarity	0.731	NPC324149
Intermediate Similarity	0.7254	NPC48938
Intermediate Similarity	0.7238	NPC477110
Intermediate Similarity	0.7228	NPC135141
Intermediate Similarity	0.7228	NPC92796
Intermediate Similarity	0.7225	NPC282247
Intermediate Similarity	0.7219	NPC49217
Intermediate Similarity	0.7214	NPC265576
Intermediate Similarity	0.7211	NPC317054
Intermediate Similarity	0.7204	NPC97367
Intermediate Similarity	0.7204	NPC102423
Intermediate Similarity	0.7198	NPC469763
Intermediate Similarity	0.7198	NPC259644
Intermediate Similarity	0.7198	NPC469765
Intermediate Similarity	0.7198	NPC25008
Intermediate Similarity	0.7198	NPC469760
Intermediate Similarity	0.7198	NPC73952
Intermediate Similarity	0.7198	NPC469786
Intermediate Similarity	0.7179	NPC15102
Intermediate Similarity	0.7171	NPC475070
Intermediate Similarity	0.7158	NPC211572
Intermediate Similarity	0.7158	NPC70922
Intermediate Similarity	0.7158	NPC212376
Intermediate Similarity	0.7158	NPC80597
Intermediate Similarity	0.7158	NPC313791
Intermediate Similarity	0.7158	NPC75540
Intermediate Similarity	0.7143	NPC39092
Intermediate Similarity	0.7143	NPC251722
Intermediate Similarity	0.7143	NPC314102
Intermediate Similarity	0.7135	NPC59269
Intermediate Similarity	0.7105	NPC201634
Intermediate Similarity	0.709	NPC63751
Intermediate Similarity	0.7088	NPC24678
Intermediate Similarity	0.7088	NPC105818
Intermediate Similarity	0.7073	NPC328596
Intermediate Similarity	0.7073	NPC328318
Intermediate Similarity	0.7065	NPC120070
Intermediate Similarity	0.7059	NPC471177
Intermediate Similarity	0.7059	NPC59779
Intermediate Similarity	0.7059	NPC470203
Intermediate Similarity	0.7059	NPC124542
Intermediate Similarity	0.7042	NPC304926
Intermediate Similarity	0.7042	NPC476041
Intermediate Similarity	0.7033	NPC288445
Intermediate Similarity	0.7027	NPC469785
Intermediate Similarity	0.7021	NPC311276
Intermediate Similarity	0.7018	NPC2497
Intermediate Similarity	0.7015	NPC329541
Intermediate Similarity	0.701	NPC232340
Intermediate Similarity	0.7005	NPC470204
Intermediate Similarity	0.7	NPC116622
Remote Similarity	0.6991	NPC171393
Remote Similarity	0.6991	NPC295452
Remote Similarity	0.6989	NPC469762
Remote Similarity	0.6986	NPC314957
Remote Similarity	0.6985	NPC230805
Remote Similarity	0.6984	NPC471178
Remote Similarity	0.6973	NPC476219
Remote Similarity	0.6971	NPC317373
Remote Similarity	0.6971	NPC475288
Remote Similarity	0.6965	NPC99666
Remote Similarity	0.6963	NPC469727
Remote Similarity	0.6961	NPC314372
Remote Similarity	0.6961	NPC159856
Remote Similarity	0.6954	NPC284678
Remote Similarity	0.695	NPC95783
Remote Similarity	0.6948	NPC237740
Remote Similarity	0.6947	NPC474561
Remote Similarity	0.6947	NPC49954
Remote Similarity	0.6947	NPC160105
Remote Similarity	0.6946	NPC242209
Remote Similarity	0.6939	NPC233936
Remote Similarity	0.6938	NPC166492
Remote Similarity	0.6938	NPC473362
Remote Similarity	0.6935	NPC317030
Remote Similarity	0.6934	NPC193370
Remote Similarity	0.6923	NPC470500
Remote Similarity	0.6923	NPC470505
Remote Similarity	0.6923	NPC327592
Remote Similarity	0.6915	NPC44773
Remote Similarity	0.6915	NPC215584
Remote Similarity	0.6911	NPC201700
Remote Similarity	0.6898	NPC129721
Remote Similarity	0.6897	NPC133366
Remote Similarity	0.6887	NPC124636
Remote Similarity	0.6884	NPC474707
Remote Similarity	0.6884	NPC171171
Remote Similarity	0.6881	NPC477166
Remote Similarity	0.6881	NPC304187
Remote Similarity	0.6878	NPC225018
Remote Similarity	0.6878	NPC282231
Remote Similarity	0.6875	NPC314940
Remote Similarity	0.6875	NPC194411
Remote Similarity	0.6875	NPC473764
Remote Similarity	0.6872	NPC157583
Remote Similarity	0.6872	NPC151939
Remote Similarity	0.6869	NPC472294
Remote Similarity	0.6869	NPC204717
Remote Similarity	0.6865	NPC470233
Remote Similarity	0.6862	NPC230869
Remote Similarity	0.6857	NPC471322
Remote Similarity	0.6851	NPC190296
Remote Similarity	0.685	NPC204565
Remote Similarity	0.6848	NPC282531
Remote Similarity	0.6847	NPC474177
Remote Similarity	0.6845	NPC141353
Remote Similarity	0.6842	NPC285558
Remote Similarity	0.6842	NPC162268
Remote Similarity	0.6842	NPC317105
Remote Similarity	0.684	NPC5145
Remote Similarity	0.6837	NPC215795
Remote Similarity	0.6837	NPC176199
Remote Similarity	0.6835	NPC216221
Remote Similarity	0.6834	NPC314002
Remote Similarity	0.6833	NPC107160
Remote Similarity	0.6829	NPC77555
Remote Similarity	0.6828	NPC325903
Remote Similarity	0.6825	NPC122141
Remote Similarity	0.6825	NPC279918
Remote Similarity	0.6823	NPC317430
Remote Similarity	0.6821	NPC280852
Remote Similarity	0.6821	NPC471311
Remote Similarity	0.6821	NPC471313
Remote Similarity	0.682	NPC193267
Remote Similarity	0.682	NPC213530
Remote Similarity	0.6818	NPC220765
Remote Similarity	0.6816	NPC173028
Remote Similarity	0.6816	NPC65215
Remote Similarity	0.6816	NPC477112
Remote Similarity	0.6811	NPC53947
Remote Similarity	0.6811	NPC40070
Remote Similarity	0.6804	NPC259545
Remote Similarity	0.6804	NPC314603
Remote Similarity	0.6802	NPC156003
Remote Similarity	0.6798	NPC473342
Remote Similarity	0.6798	NPC477167
Remote Similarity	0.6796	NPC474916
Remote Similarity	0.6789	NPC77022
Remote Similarity	0.6786	NPC184964
Remote Similarity	0.6784	NPC284559
Remote Similarity	0.6784	NPC467063
Remote Similarity	0.6779	NPC469308
Remote Similarity	0.6776	NPC86288
Remote Similarity	0.6771	NPC98187
Remote Similarity	0.6769	NPC275305
Remote Similarity	0.6769	NPC297034
Remote Similarity	0.6769	NPC37423
Remote Similarity	0.6763	NPC476167
Remote Similarity	0.6761	NPC167860
Remote Similarity	0.6761	NPC123976
Remote Similarity	0.6761	NPC256893
Remote Similarity	0.6758	NPC473317
Remote Similarity	0.6755	NPC476464
Remote Similarity	0.6754	NPC40779
Remote Similarity	0.6754	NPC476118
Remote Similarity	0.6754	NPC159319
Remote Similarity	0.6754	NPC194640
Remote Similarity	0.6745	NPC116555
Remote Similarity	0.6745	NPC66699
Remote Similarity	0.6744	NPC317752
Remote Similarity	0.6739	NPC143872
Remote Similarity	0.6739	NPC288838
Remote Similarity	0.6737	NPC25899
Remote Similarity	0.6733	NPC321708
Remote Similarity	0.6731	NPC303820
Remote Similarity	0.6731	NPC23420
Remote Similarity	0.6731	NPC205254
Remote Similarity	0.6731	NPC106771
Remote Similarity	0.6729	NPC208284
Remote Similarity	0.6724	NPC306397
Remote Similarity	0.6724	NPC212125
Remote Similarity	0.6722	NPC169433
Remote Similarity	0.672	NPC212742
Remote Similarity	0.6718	NPC472123
Remote Similarity	0.6718	NPC34508
Remote Similarity	0.6717	NPC300688
Remote Similarity	0.6717	NPC16659
Remote Similarity	0.6716	NPC94752
Remote Similarity	0.6715	NPC131887
Remote Similarity	0.6715	NPC192315

Drug Structure

NPD5428 OpenBabel08211708292D 31 34 0 0 0 0 0 0 0 0999 V2000 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -1.0000 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 8.6603 0.0000 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 6.9282 -1.0000 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 -2.5981 0.5000 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 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 -3.4641 -1.0000 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 0.0000 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 1.5000 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 -1.7321 -0.0000 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 0.5000 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 6.0622 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 -2.5981 -1.5000 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 5.1962 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 1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 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 5.1962 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 5 8 2 0 0 0 0 5 12 1 0 0 0 0 6 17 2 0 0 0 0 7 17 1 0 0 0 0 8 18 1 0 0 0 0 9 10 2 0 0 0 0 9 16 1 0 0 0 0 10 19 1 0 0 0 0 11 13 2 0 0 0 0 11 20 1 0 0 0 0 12 24 2 0 0 0 0 13 25 1 0 0 0 0 14 19 2 0 0 0 0 14 21 1 0 0 0 0 15 18 2 0 0 0 0 15 24 1 0 0 0 0 16 21 2 0 0 0 0 17 22 1 0 0 0 0 18 20 1 0 0 0 0 19 26 1 0 0 0 0 20 27 2 0 0 0 0 21 28 1 0 0 0 0 22 26 2 3 0 0 0 22 29 1 0 0 0 0 23 25 2 0 0 0 0 23 27 1 0 0 0 0 23 28 1 0 0 0 0 28 30 1 0 0 0 0 29 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010452
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	381.16
ALogP	0.14
MLogP	3.33
XLogP	6.3
HDA	6
HBD	2
Rotatable Bonds	7
TPSA	83.29
RO5 Violation	1