NPASS drugs

Drug Information

Drug ID:	NPD6352
Drug Name:	Milciclib
Molecular Formula:	C25H32N8O
Canonical SMILES:	CN=C(c1nn(c2c1C(C)(C)Cc1c2nc(nc1)Nc1ccc(cc1)N1CCN(CC1)C)C)O
Standard InCHI:	InChI=1S/C25H32N8O/c1-25(2)14-16-15-27-24(29-20(16)22-19(25)21(23(34)26-3)30-32(22)5)28-17-6-8-18(9-7-17)33-12-10-31(4)11-13-33/h6-9,15H,10-14H2,1-5H3,(H,26,34)(H,27,28,29)
Standard InCHIKey:	RXZMYLDMFYNEIM-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6352

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	602
0.1-0.2	4060
0.2-0.3	13111
0.3-0.4	8791
0.4-0.5	2056
0.5-0.6	1638
0.6-0.7	615
0.7-0.8	17
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	0.7442	NPC265576
Intermediate Similarity	0.7409	NPC473362
Intermediate Similarity	0.7409	NPC166492
Intermediate Similarity	0.723	NPC472289
Intermediate Similarity	0.7207	NPC475288
Intermediate Similarity	0.7181	NPC250835
Intermediate Similarity	0.7168	NPC471603
Intermediate Similarity	0.7155	NPC130570
Intermediate Similarity	0.7137	NPC6215
Intermediate Similarity	0.7137	NPC282247
Intermediate Similarity	0.7087	NPC473310
Intermediate Similarity	0.7085	NPC475070
Intermediate Similarity	0.7074	NPC251936
Intermediate Similarity	0.7066	NPC39092
Intermediate Similarity	0.7046	NPC476451
Intermediate Similarity	0.7021	NPC132631
Intermediate Similarity	0.7021	NPC103687
Remote Similarity	0.6996	NPC471506
Remote Similarity	0.6996	NPC295452
Remote Similarity	0.6996	NPC171393
Remote Similarity	0.6995	NPC48938
Remote Similarity	0.697	NPC304926
Remote Similarity	0.697	NPC476041
Remote Similarity	0.6952	NPC317054
Remote Similarity	0.6944	NPC254762
Remote Similarity	0.6913	NPC473757
Remote Similarity	0.6878	NPC2497
Remote Similarity	0.6872	NPC30540
Remote Similarity	0.6872	NPC41679
Remote Similarity	0.6856	NPC5145
Remote Similarity	0.6853	NPC472027
Remote Similarity	0.6852	NPC15102
Remote Similarity	0.6849	NPC476492
Remote Similarity	0.6826	NPC54981
Remote Similarity	0.6818	NPC324149
Remote Similarity	0.6816	NPC81175
Remote Similarity	0.6804	NPC95783
Remote Similarity	0.6794	NPC98187
Remote Similarity	0.6792	NPC471579
Remote Similarity	0.6792	NPC69843
Remote Similarity	0.6789	NPC473312
Remote Similarity	0.6778	NPC107160
Remote Similarity	0.6778	NPC476491
Remote Similarity	0.6776	NPC477861
Remote Similarity	0.6769	NPC477111
Remote Similarity	0.6757	NPC195314
Remote Similarity	0.675	NPC156003
Remote Similarity	0.6749	NPC158055
Remote Similarity	0.6747	NPC471891
Remote Similarity	0.6728	NPC284678
Remote Similarity	0.6711	NPC476167
Remote Similarity	0.671	NPC475422
Remote Similarity	0.6696	NPC87755
Remote Similarity	0.6696	NPC71238
Remote Similarity	0.6695	NPC213530
Remote Similarity	0.6695	NPC313884
Remote Similarity	0.6695	NPC250178
Remote Similarity	0.6695	NPC98371
Remote Similarity	0.6695	NPC193267
Remote Similarity	0.6681	NPC477113
Remote Similarity	0.6667	NPC192315
Remote Similarity	0.6651	NPC470203
Remote Similarity	0.6651	NPC164664
Remote Similarity	0.6651	NPC472294
Remote Similarity	0.665	NPC476219
Remote Similarity	0.6641	NPC74619
Remote Similarity	0.6638	NPC470500
Remote Similarity	0.6638	NPC470505
Remote Similarity	0.6636	NPC477891
Remote Similarity	0.6626	NPC21461
Remote Similarity	0.662	NPC232340
Remote Similarity	0.6612	NPC314954
Remote Similarity	0.6606	NPC19679
Remote Similarity	0.6605	NPC150048
Remote Similarity	0.6605	NPC203754
Remote Similarity	0.6604	NPC317430
Remote Similarity	0.6603	NPC470204
Remote Similarity	0.6603	NPC131718
Remote Similarity	0.6598	NPC909
Remote Similarity	0.6598	NPC475338
Remote Similarity	0.6589	NPC313791
Remote Similarity	0.6589	NPC208060
Remote Similarity	0.6587	NPC129721
Remote Similarity	0.6585	NPC295228
Remote Similarity	0.6584	NPC477175
Remote Similarity	0.6584	NPC470730
Remote Similarity	0.6571	NPC180504
Remote Similarity	0.657	NPC120070
Remote Similarity	0.657	NPC475258
Remote Similarity	0.6569	NPC216221
Remote Similarity	0.6568	NPC477110
Remote Similarity	0.6567	NPC123976
Remote Similarity	0.6567	NPC167860
Remote Similarity	0.656	NPC314394
Remote Similarity	0.6557	NPC475859
Remote Similarity	0.6557	NPC49217
Remote Similarity	0.6557	NPC475969
Remote Similarity	0.6552	NPC314957
Remote Similarity	0.655	NPC57398
Remote Similarity	0.6549	NPC229332
Remote Similarity	0.6542	NPC162748
Remote Similarity	0.6542	NPC158129
Remote Similarity	0.654	NPC469727
Remote Similarity	0.6538	NPC242923
Remote Similarity	0.6537	NPC63109
Remote Similarity	0.6533	NPC133366
Remote Similarity	0.6531	NPC165743
Remote Similarity	0.6527	NPC77022
Remote Similarity	0.6526	NPC201700
Remote Similarity	0.6526	NPC63751
Remote Similarity	0.6524	NPC476116
Remote Similarity	0.6522	NPC471564
Remote Similarity	0.652	NPC212213
Remote Similarity	0.6516	NPC116622
Remote Similarity	0.6516	NPC62749
Remote Similarity	0.6512	NPC471294
Remote Similarity	0.6504	NPC242209
Remote Similarity	0.6504	NPC472193
Remote Similarity	0.6498	NPC59269
Remote Similarity	0.6498	NPC151939
Remote Similarity	0.6496	NPC472031
Remote Similarity	0.6496	NPC472067
Remote Similarity	0.6496	NPC472066
Remote Similarity	0.6493	NPC225018
Remote Similarity	0.649	NPC160666
Remote Similarity	0.6489	NPC329541
Remote Similarity	0.6489	NPC474177
Remote Similarity	0.6483	NPC475602
Remote Similarity	0.6482	NPC472068
Remote Similarity	0.6479	NPC160105
Remote Similarity	0.6478	NPC328596
Remote Similarity	0.6478	NPC211813
Remote Similarity	0.6478	NPC328318
Remote Similarity	0.6476	NPC300238
Remote Similarity	0.6476	NPC232130
Remote Similarity	0.6468	NPC215795
Remote Similarity	0.6468	NPC208284
Remote Similarity	0.6468	NPC176199
Remote Similarity	0.6465	NPC201634
Remote Similarity	0.6465	NPC105758
Remote Similarity	0.6465	NPC476688
Remote Similarity	0.6465	NPC476686
Remote Similarity	0.6463	NPC23420
Remote Similarity	0.6463	NPC303820
Remote Similarity	0.6463	NPC176538
Remote Similarity	0.6463	NPC106771
Remote Similarity	0.6463	NPC205254
Remote Similarity	0.6462	NPC102423
Remote Similarity	0.6457	NPC173028
Remote Similarity	0.6457	NPC65215
Remote Similarity	0.6456	NPC282531
Remote Similarity	0.6456	NPC288445
Remote Similarity	0.6452	NPC280852
Remote Similarity	0.645	NPC103388
Remote Similarity	0.645	NPC200836
Remote Similarity	0.6449	NPC278874
Remote Similarity	0.6447	NPC474916
Remote Similarity	0.6445	NPC255229
Remote Similarity	0.6445	NPC476493
Remote Similarity	0.6445	NPC81229
Remote Similarity	0.6445	NPC122141
Remote Similarity	0.6444	NPC149014
Remote Similarity	0.6444	NPC99666
Remote Similarity	0.6442	NPC469765
Remote Similarity	0.6442	NPC469760
Remote Similarity	0.6442	NPC73952
Remote Similarity	0.6442	NPC259644
Remote Similarity	0.6442	NPC469763
Remote Similarity	0.6442	NPC469786
Remote Similarity	0.6442	NPC25008
Remote Similarity	0.6441	NPC171171
Remote Similarity	0.6441	NPC193370
Remote Similarity	0.6438	NPC300688
Remote Similarity	0.6435	NPC314603
Remote Similarity	0.6435	NPC52909
Remote Similarity	0.6435	NPC475935
Remote Similarity	0.6435	NPC472123
Remote Similarity	0.6435	NPC259545
Remote Similarity	0.6435	NPC94211
Remote Similarity	0.6434	NPC323244
Remote Similarity	0.6432	NPC473317
Remote Similarity	0.6429	NPC62995
Remote Similarity	0.6426	NPC126066
Remote Similarity	0.6419	NPC194411
Remote Similarity	0.6413	NPC317030
Remote Similarity	0.6413	NPC204565
Remote Similarity	0.6411	NPC80597
Remote Similarity	0.6411	NPC70922
Remote Similarity	0.6411	NPC211572
Remote Similarity	0.6411	NPC476297
Remote Similarity	0.6411	NPC212376
Remote Similarity	0.6411	NPC75540
Remote Similarity	0.6409	NPC144114
Remote Similarity	0.6408	NPC253580
Remote Similarity	0.6402	NPC49954
Remote Similarity	0.6402	NPC173344
Remote Similarity	0.6402	NPC474561
Remote Similarity	0.6398	NPC124636
Remote Similarity	0.6398	NPC230869
Remote Similarity	0.6397	NPC469554

Drug Structure

NPD6352 OpenBabel08211709092D 36 40 0 0 0 0 0 0 0 0999 V2000 -1.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1581 -3.3442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0267 -0.4817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7342 -4.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4041 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2701 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4041 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0021 -4.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8682 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1361 -3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0021 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2701 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3794 -1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0485 -0.2738 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 -2.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 -0.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 -0.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.8682 -3.9781 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 7.1361 -2.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6884 -1.9680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 0.0219 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6666 -2.1759 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 25 1 0 0 0 0 3 26 1 0 0 0 0 4 31 1 0 0 0 0 5 32 1 0 0 0 0 6 8 1 0 0 0 0 6 17 2 0 0 0 0 7 9 2 0 0 0 0 7 17 1 0 0 0 0 8 18 2 0 0 0 0 9 18 1 0 0 0 0 10 12 1 0 0 0 0 10 31 1 0 0 0 0 11 13 1 0 0 0 0 11 31 1 0 0 0 0 12 33 1 0 0 0 0 13 33 1 0 0 0 0 14 16 1 0 0 0 0 14 25 1 0 0 0 0 15 16 2 0 0 0 0 15 27 1 0 0 0 0 16 20 1 0 0 0 0 17 28 1 0 0 0 0 18 33 1 0 0 0 0 19 21 1 0 0 0 0 19 22 2 0 0 0 0 19 25 1 0 0 0 0 20 22 1 0 0 0 0 20 29 2 0 0 0 0 21 23 1 0 0 0 0 21 30 2 0 0 0 0 22 32 1 0 0 0 0 23 26 2 3 0 0 0 23 34 1 0 0 0 0 24 27 2 0 0 0 0 24 28 1 0 0 0 0 24 29 1 0 0 0 0 28 35 1 0 0 0 0 30 32 1 0 0 0 0 34 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002588
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16718576
ChEBI
CAS Number

Drug Properties

Molecular Weight	460.27
ALogP	0.925
MLogP	3.22
XLogP	3.03
HDA	9
HBD	2
Rotatable Bonds	10
TPSA	94.7
RO5 Violation	0