NPASS drugs

Drug Information

Drug ID:	NPD3469
Drug Name:	Alpelisib
Molecular Formula:	C19H22F3N5O2S
Canonical SMILES:	OC(=N)[C@@H]1CCCN1C(=Nc1nc(c(s1)c1ccnc(c1)C(C(F)(F)F)(C)C)C)O
Standard InCHI:	InChI=1S/C19H22F3N5O2S/c1-10-14(11-6-7-24-13(9-11)18(2,3)19(20,21)22)30-16(25-10)26-17(29)27-8-4-5-12(27)15(23)28/h6-7,9,12H,4-5,8H2,1-3H3,(H2,23,28)(H,25,26,29)/t12-/m0/s1
Standard InCHIKey:	STUWGJZDJHPWGZ-LBPRGKRZSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3469

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	405
0.1-0.2	6234
0.2-0.3	17389
0.3-0.4	3215
0.4-0.5	1708
0.5-0.6	1491
0.6-0.7	444
0.7-0.8	4
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	0.7077	NPC248454
Intermediate Similarity	0.7021	NPC129721
Intermediate Similarity	0.7018	NPC39092
Intermediate Similarity	0.7005	NPC164228
Remote Similarity	0.6979	NPC49217
Remote Similarity	0.6935	NPC163055
Remote Similarity	0.6904	NPC59269
Remote Similarity	0.6891	NPC160105
Remote Similarity	0.689	NPC469308
Remote Similarity	0.6866	NPC49051
Remote Similarity	0.6804	NPC49954
Remote Similarity	0.6804	NPC474561
Remote Similarity	0.6802	NPC317054
Remote Similarity	0.6792	NPC473376
Remote Similarity	0.6765	NPC213629
Remote Similarity	0.6759	NPC54981
Remote Similarity	0.6751	NPC314603
Remote Similarity	0.6745	NPC138562
Remote Similarity	0.6736	NPC282231
Remote Similarity	0.6734	NPC64436
Remote Similarity	0.672	NPC216713
Remote Similarity	0.6701	NPC194640
Remote Similarity	0.67	NPC15102
Remote Similarity	0.6684	NPC469760
Remote Similarity	0.6684	NPC63751
Remote Similarity	0.6684	NPC279918
Remote Similarity	0.6684	NPC259644
Remote Similarity	0.6684	NPC73952
Remote Similarity	0.6684	NPC469763
Remote Similarity	0.6684	NPC469765
Remote Similarity	0.6684	NPC25008
Remote Similarity	0.6684	NPC469786
Remote Similarity	0.6683	NPC472289
Remote Similarity	0.6667	NPC473342
Remote Similarity	0.6667	NPC304187
Remote Similarity	0.6667	NPC16659
Remote Similarity	0.6667	NPC477166
Remote Similarity	0.6667	NPC477167
Remote Similarity	0.6652	NPC149014
Remote Similarity	0.6649	NPC212376
Remote Similarity	0.6649	NPC211572
Remote Similarity	0.6649	NPC75540
Remote Similarity	0.6649	NPC471957
Remote Similarity	0.6649	NPC70922
Remote Similarity	0.6649	NPC80597
Remote Similarity	0.6638	NPC477418
Remote Similarity	0.6638	NPC477420
Remote Similarity	0.6638	NPC63279
Remote Similarity	0.6634	NPC233936
Remote Similarity	0.6634	NPC204565
Remote Similarity	0.6634	NPC17059
Remote Similarity	0.6631	NPC314372
Remote Similarity	0.662	NPC71238
Remote Similarity	0.6617	NPC248462
Remote Similarity	0.6617	NPC265710
Remote Similarity	0.6615	NPC469813
Remote Similarity	0.6615	NPC476446
Remote Similarity	0.6615	NPC78375
Remote Similarity	0.6611	NPC471322
Remote Similarity	0.6609	NPC297642
Remote Similarity	0.6606	NPC173344
Remote Similarity	0.6606	NPC320968
Remote Similarity	0.6602	NPC321708
Remote Similarity	0.6602	NPC173028
Remote Similarity	0.6602	NPC65215
Remote Similarity	0.6584	NPC249662
Remote Similarity	0.658	NPC469762
Remote Similarity	0.6575	NPC75726
Remote Similarity	0.6575	NPC110602
Remote Similarity	0.6575	NPC31385
Remote Similarity	0.6564	NPC470203
Remote Similarity	0.6562	NPC216221
Remote Similarity	0.6553	NPC317030
Remote Similarity	0.6548	NPC54988
Remote Similarity	0.6546	NPC135141
Remote Similarity	0.6546	NPC92796
Remote Similarity	0.6545	NPC54744
Remote Similarity	0.6545	NPC470233
Remote Similarity	0.6531	NPC311276
Remote Similarity	0.6531	NPC162268
Remote Similarity	0.6528	NPC469785
Remote Similarity	0.6528	NPC285469
Remote Similarity	0.6524	NPC190296
Remote Similarity	0.6518	NPC77022
Remote Similarity	0.6513	NPC470204
Remote Similarity	0.6512	NPC143325
Remote Similarity	0.651	NPC200214
Remote Similarity	0.6509	NPC473640
Remote Similarity	0.6509	NPC171317
Remote Similarity	0.6507	NPC69843
Remote Similarity	0.6505	NPC474707
Remote Similarity	0.6498	NPC473362
Remote Similarity	0.6498	NPC166492
Remote Similarity	0.6492	NPC105818
Remote Similarity	0.6492	NPC24678
Remote Similarity	0.6486	NPC470732
Remote Similarity	0.6486	NPC470731
Remote Similarity	0.6485	NPC473380
Remote Similarity	0.6485	NPC478030
Remote Similarity	0.6485	NPC240088
Remote Similarity	0.648	NPC471311
Remote Similarity	0.648	NPC471313
Remote Similarity	0.6479	NPC293917
Remote Similarity	0.6479	NPC100321
Remote Similarity	0.6476	NPC474177
Remote Similarity	0.6468	NPC469938
Remote Similarity	0.6462	NPC272483
Remote Similarity	0.6459	NPC117244
Remote Similarity	0.6459	NPC473763
Remote Similarity	0.6458	NPC470823
Remote Similarity	0.6453	NPC126709
Remote Similarity	0.6453	NPC248041
Remote Similarity	0.645	NPC158129
Remote Similarity	0.6447	NPC40779
Remote Similarity	0.6445	NPC294693
Remote Similarity	0.6445	NPC133366
Remote Similarity	0.6436	NPC267885
Remote Similarity	0.6435	NPC470730
Remote Similarity	0.6435	NPC470729
Remote Similarity	0.6435	NPC477176
Remote Similarity	0.6435	NPC477175
Remote Similarity	0.6432	NPC201700
Remote Similarity	0.6429	NPC324611
Remote Similarity	0.6425	NPC471603
Remote Similarity	0.6425	NPC94752
Remote Similarity	0.6425	NPC161108
Remote Similarity	0.642	NPC265605
Remote Similarity	0.642	NPC48564
Remote Similarity	0.642	NPC182570
Remote Similarity	0.6419	NPC475506
Remote Similarity	0.641	NPC212742
Remote Similarity	0.6408	NPC228835
Remote Similarity	0.6407	NPC477177
Remote Similarity	0.6407	NPC475969
Remote Similarity	0.6407	NPC474877
Remote Similarity	0.6407	NPC475859
Remote Similarity	0.6406	NPC53947
Remote Similarity	0.6404	NPC84827
Remote Similarity	0.6404	NPC145885
Remote Similarity	0.6404	NPC14113
Remote Similarity	0.6404	NPC19170
Remote Similarity	0.64	NPC476103
Remote Similarity	0.64	NPC91895
Remote Similarity	0.6396	NPC16667
Remote Similarity	0.6396	NPC282247
Remote Similarity	0.6396	NPC225018
Remote Similarity	0.6392	NPC207726
Remote Similarity	0.6392	NPC477815
Remote Similarity	0.6389	NPC155143
Remote Similarity	0.6386	NPC203468
Remote Similarity	0.6386	NPC149155
Remote Similarity	0.6386	NPC110500
Remote Similarity	0.6384	NPC79386
Remote Similarity	0.6379	NPC165743
Remote Similarity	0.6378	NPC230869
Remote Similarity	0.6377	NPC96016
Remote Similarity	0.6377	NPC188387
Remote Similarity	0.6377	NPC163421
Remote Similarity	0.6376	NPC153467
Remote Similarity	0.6373	NPC133261
Remote Similarity	0.6373	NPC283219
Remote Similarity	0.6368	NPC285731
Remote Similarity	0.6368	NPC159856
Remote Similarity	0.6368	NPC250835
Remote Similarity	0.6364	NPC73767
Remote Similarity	0.636	NPC130570
Remote Similarity	0.6355	NPC265576
Remote Similarity	0.6355	NPC134586
Remote Similarity	0.6354	NPC37548
Remote Similarity	0.6346	NPC235684
Remote Similarity	0.6344	NPC150259
Remote Similarity	0.6341	NPC91179
Remote Similarity	0.6341	NPC41982
Remote Similarity	0.6339	NPC256893
Remote Similarity	0.6335	NPC143872
Remote Similarity	0.6335	NPC288838
Remote Similarity	0.6333	NPC95783
Remote Similarity	0.633	NPC469761
Remote Similarity	0.633	NPC469768
Remote Similarity	0.633	NPC469779
Remote Similarity	0.633	NPC469767
Remote Similarity	0.633	NPC469780
Remote Similarity	0.633	NPC469783
Remote Similarity	0.633	NPC469784
Remote Similarity	0.6329	NPC165495
Remote Similarity	0.6324	NPC211997
Remote Similarity	0.6324	NPC161242
Remote Similarity	0.6324	NPC68354
Remote Similarity	0.6321	NPC40070
Remote Similarity	0.632	NPC297862
Remote Similarity	0.6318	NPC314957
Remote Similarity	0.6318	NPC194411
Remote Similarity	0.6316	NPC253987
Remote Similarity	0.6313	NPC27740
Remote Similarity	0.6313	NPC193761
Remote Similarity	0.6308	NPC229332
Remote Similarity	0.6302	NPC470111
Remote Similarity	0.63	NPC98187
Remote Similarity	0.6298	NPC62510
Remote Similarity	0.6296	NPC23420

Drug Structure

NPD3469 OpenBabel08211703112D 33 35 0 0 1 0 0 0 0 0999 V2000 -0.3090 -2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4538 1.4230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4538 0.4230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0215 0.9598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4337 1.7688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4337 0.1508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4826 1.4598 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6736 2.0476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6736 -0.1280 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 0.9230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 1.7891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 2.7891 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.9538 2.2891 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 1.7891 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.7601 1.6409 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 -0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7601 0.2788 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4826 0.4598 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7781 3.0421 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7781 -1.1225 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 2.2287 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6917 3.4489 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6917 -1.5292 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 18 1 0 0 0 0 3 18 1 0 0 0 0 4 5 1 0 0 0 0 4 8 1 0 0 0 0 5 12 1 0 0 0 0 6 7 2 0 0 0 0 6 11 1 0 0 0 0 7 24 1 0 0 0 0 8 27 1 0 0 0 0 9 11 2 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 10 25 1 0 0 0 0 11 14 1 0 0 0 0 12 15 1 6 0 0 0 12 27 1 0 0 0 0 13 18 1 0 0 0 0 13 24 2 0 0 0 0 14 30 1 0 0 0 0 15 23 2 0 0 0 0 15 28 1 0 0 0 0 16 25 2 0 0 0 0 16 26 1 0 0 0 0 16 30 1 0 0 0 0 17 26 2 3 0 0 0 17 27 1 0 0 0 0 17 29 1 0 0 0 0 18 19 1 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 19 22 1 0 0 0 0 23 31 1 0 0 0 0 28 32 1 0 0 0 0 29 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002424
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56649450
ChEBI
CAS Number

Drug Properties

Molecular Weight	441.14
ALogP	2.1648
MLogP	2.34
XLogP	5.329
HDA	7
HBD	3
Rotatable Bonds	14
TPSA	133.93
RO5 Violation	1