NPASS drugs

Drug Information

Drug ID:	NPD4992
Drug Name:	PF-4191834
Molecular Formula:	C22H23N3O2S
Canonical SMILES:	Cn1nccc1c1ccc(cc1)Sc1cccc(c1)C1(CCOCC1)C(=N)O
Standard InCHI:	InChI=1S/C22H23N3O2S/c1-25-20(9-12-24-25)16-5-7-18(8-6-16)28-19-4-2-3-17(15-19)22(21(23)26)10-13-27-14-11-22/h2-9,12,15H,10-11,13-14H2,1H3,(H2,23,26)
Standard InCHIKey:	DVNQWYLVSNPCJZ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4992

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	261
0.1-0.2	1631
0.2-0.3	10742
0.3-0.4	13353
0.4-0.5	2661
0.5-0.6	1828
0.6-0.7	411
0.7-0.8	3
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	0.7081	NPC311276
Intermediate Similarity	0.7047	NPC163055
Intermediate Similarity	0.7016	NPC248454
Remote Similarity	0.6968	NPC201700
Remote Similarity	0.6957	NPC469762
Remote Similarity	0.6927	NPC151939
Remote Similarity	0.6902	NPC469785
Remote Similarity	0.6885	NPC469760
Remote Similarity	0.6885	NPC469786
Remote Similarity	0.6885	NPC469763
Remote Similarity	0.6885	NPC73952
Remote Similarity	0.6885	NPC25008
Remote Similarity	0.6885	NPC469765
Remote Similarity	0.6885	NPC259644
Remote Similarity	0.6878	NPC63751
Remote Similarity	0.6865	NPC129721
Remote Similarity	0.6848	NPC80597
Remote Similarity	0.6848	NPC212376
Remote Similarity	0.6848	NPC75540
Remote Similarity	0.6848	NPC211572
Remote Similarity	0.6848	NPC70922
Remote Similarity	0.6769	NPC300688
Remote Similarity	0.6749	NPC472193
Remote Similarity	0.6738	NPC230869
Remote Similarity	0.6737	NPC49954
Remote Similarity	0.6737	NPC474561
Remote Similarity	0.6735	NPC233936
Remote Similarity	0.6734	NPC317030
Remote Similarity	0.6734	NPC204565
Remote Similarity	0.672	NPC40779
Remote Similarity	0.6717	NPC62510
Remote Similarity	0.6716	NPC272483
Remote Similarity	0.67	NPC173028
Remote Similarity	0.67	NPC65215
Remote Similarity	0.6684	NPC316910
Remote Similarity	0.6667	NPC282231
Remote Similarity	0.6667	NPC59269
Remote Similarity	0.6667	NPC95783
Remote Similarity	0.6649	NPC54988
Remote Similarity	0.6649	NPC471579
Remote Similarity	0.6649	NPC216713
Remote Similarity	0.6649	NPC160105
Remote Similarity	0.6648	NPC314372
Remote Similarity	0.6633	NPC213468
Remote Similarity	0.6633	NPC15102
Remote Similarity	0.6632	NPC194640
Remote Similarity	0.6632	NPC102423
Remote Similarity	0.6614	NPC131718
Remote Similarity	0.6614	NPC279918
Remote Similarity	0.66	NPC474707
Remote Similarity	0.6598	NPC314603
Remote Similarity	0.6598	NPC313791
Remote Similarity	0.6582	NPC68354
Remote Similarity	0.6582	NPC211997
Remote Similarity	0.6576	NPC471957
Remote Similarity	0.6569	NPC474177
Remote Similarity	0.6566	NPC71037
Remote Similarity	0.6564	NPC37423
Remote Similarity	0.6564	NPC275305
Remote Similarity	0.6557	NPC66699
Remote Similarity	0.6555	NPC193761
Remote Similarity	0.6553	NPC229332
Remote Similarity	0.6546	NPC158129
Remote Similarity	0.6543	NPC285469
Remote Similarity	0.6538	NPC190296
Remote Similarity	0.6537	NPC133366
Remote Similarity	0.6533	NPC48938
Remote Similarity	0.6533	NPC19679
Remote Similarity	0.6531	NPC134586
Remote Similarity	0.6528	NPC317430
Remote Similarity	0.6526	NPC255229
Remote Similarity	0.6526	NPC81229
Remote Similarity	0.6513	NPC34508
Remote Similarity	0.6512	NPC193370
Remote Similarity	0.6505	NPC105818
Remote Similarity	0.6505	NPC24678
Remote Similarity	0.6495	NPC194411
Remote Similarity	0.648	NPC329688
Remote Similarity	0.648	NPC189812
Remote Similarity	0.6474	NPC92796
Remote Similarity	0.6474	NPC135141
Remote Similarity	0.6468	NPC163421
Remote Similarity	0.6468	NPC188387
Remote Similarity	0.6467	NPC285731
Remote Similarity	0.6465	NPC248462
Remote Similarity	0.6465	NPC124636
Remote Similarity	0.6464	NPC104483
Remote Similarity	0.645	NPC472110
Remote Similarity	0.645	NPC472109
Remote Similarity	0.645	NPC469358
Remote Similarity	0.6447	NPC24594
Remote Similarity	0.6447	NPC150048
Remote Similarity	0.6447	NPC203754
Remote Similarity	0.6447	NPC472122
Remote Similarity	0.6444	NPC314102
Remote Similarity	0.6444	NPC251722
Remote Similarity	0.6438	NPC149014
Remote Similarity	0.6436	NPC94752
Remote Similarity	0.6432	NPC164228
Remote Similarity	0.6432	NPC175916
Remote Similarity	0.6432	NPC323927
Remote Similarity	0.6425	NPC194967
Remote Similarity	0.6418	NPC284678
Remote Similarity	0.6418	NPC472294
Remote Similarity	0.641	NPC91895
Remote Similarity	0.6406	NPC16667
Remote Similarity	0.6402	NPC207726
Remote Similarity	0.6402	NPC314957
Remote Similarity	0.6402	NPC470507
Remote Similarity	0.6396	NPC469938
Remote Similarity	0.6393	NPC173344
Remote Similarity	0.6383	NPC470823
Remote Similarity	0.6383	NPC470233
Remote Similarity	0.6382	NPC176199
Remote Similarity	0.6382	NPC133261
Remote Similarity	0.6382	NPC215795
Remote Similarity	0.6382	NPC270009
Remote Similarity	0.6381	NPC252338
Remote Similarity	0.6378	NPC470498
Remote Similarity	0.6378	NPC159856
Remote Similarity	0.6377	NPC294693
Remote Similarity	0.6373	NPC469813
Remote Similarity	0.6373	NPC78375
Remote Similarity	0.6373	NPC255909
Remote Similarity	0.6373	NPC476446
Remote Similarity	0.6368	NPC472108
Remote Similarity	0.6368	NPC139291
Remote Similarity	0.6364	NPC37548
Remote Similarity	0.6359	NPC154293
Remote Similarity	0.6359	NPC324149
Remote Similarity	0.6359	NPC477890
Remote Similarity	0.6359	NPC99666
Remote Similarity	0.6351	NPC216221
Remote Similarity	0.635	NPC222592
Remote Similarity	0.635	NPC472105
Remote Similarity	0.635	NPC187827
Remote Similarity	0.635	NPC168486
Remote Similarity	0.6349	NPC200214
Remote Similarity	0.6345	NPC472123
Remote Similarity	0.634	NPC470508
Remote Similarity	0.6339	NPC469780
Remote Similarity	0.6339	NPC469768
Remote Similarity	0.6339	NPC469767
Remote Similarity	0.6339	NPC469784
Remote Similarity	0.6339	NPC469761
Remote Similarity	0.6339	NPC469783
Remote Similarity	0.6339	NPC469779
Remote Similarity	0.6335	NPC286427
Remote Similarity	0.6332	NPC64436
Remote Similarity	0.6332	NPC326575
Remote Similarity	0.6332	NPC293472
Remote Similarity	0.633	NPC40070
Remote Similarity	0.633	NPC53947
Remote Similarity	0.6321	NPC476874
Remote Similarity	0.6318	NPC192270
Remote Similarity	0.6316	NPC227582
Remote Similarity	0.6313	NPC472586
Remote Similarity	0.631	NPC470111
Remote Similarity	0.6307	NPC471311
Remote Similarity	0.6307	NPC471313
Remote Similarity	0.6306	NPC77022
Remote Similarity	0.6305	NPC280290
Remote Similarity	0.6304	NPC469766
Remote Similarity	0.6302	NPC41257
Remote Similarity	0.6302	NPC474791
Remote Similarity	0.6302	NPC67056
Remote Similarity	0.63	NPC472443
Remote Similarity	0.6293	NPC46413
Remote Similarity	0.6293	NPC321708
Remote Similarity	0.6289	NPC317105
Remote Similarity	0.6288	NPC63279
Remote Similarity	0.6288	NPC180504
Remote Similarity	0.6287	NPC472444
Remote Similarity	0.6286	NPC470499
Remote Similarity	0.6286	NPC265576
Remote Similarity	0.6284	NPC110602
Remote Similarity	0.6284	NPC31385
Remote Similarity	0.6284	NPC73767
Remote Similarity	0.6284	NPC110126
Remote Similarity	0.6284	NPC75726
Remote Similarity	0.6283	NPC51054
Remote Similarity	0.6281	NPC267885
Remote Similarity	0.6277	NPC187951
Remote Similarity	0.6276	NPC78020
Remote Similarity	0.6275	NPC235684
Remote Similarity	0.6274	NPC469308
Remote Similarity	0.6274	NPC300183
Remote Similarity	0.6264	NPC105127
Remote Similarity	0.6264	NPC150259
Remote Similarity	0.6264	NPC84911
Remote Similarity	0.6263	NPC325903
Remote Similarity	0.6262	NPC470500
Remote Similarity	0.6262	NPC329858
Remote Similarity	0.6262	NPC475070
Remote Similarity	0.6261	NPC297642
Remote Similarity	0.6257	NPC256893
Remote Similarity	0.6257	NPC288838
Remote Similarity	0.6256	NPC477975
Remote Similarity	0.6256	NPC475602
Remote Similarity	0.6256	NPC165201

Drug Structure

NPD4992 OpenBabel08211706322D 30 33 0 0 0 0 0 0 0 0999 V2000 -0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9987 3.2533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3256 3.7016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2575 4.2193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5844 4.6676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8261 2.3858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0327 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7500 2.7684 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 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 -7.6956 1.3943 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.5504 4.9264 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 2.9945 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -8.8805 3.7599 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7717 1.0116 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 17 1 0 0 0 0 4 19 2 0 0 0 0 5 7 1 0 0 0 0 5 16 2 0 0 0 0 6 8 2 0 0 0 0 6 16 1 0 0 0 0 7 18 2 0 0 0 0 8 18 1 0 0 0 0 9 12 1 0 0 0 0 9 20 2 0 0 0 0 10 13 1 0 0 0 0 10 22 1 0 0 0 0 11 14 1 0 0 0 0 11 22 1 0 0 0 0 12 24 2 0 0 0 0 13 27 1 0 0 0 0 14 27 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 22 1 0 0 0 0 18 28 1 0 0 0 0 19 28 1 0 0 0 0 20 25 1 0 0 0 0 21 22 1 0 0 0 0 21 23 2 0 0 0 0 21 26 1 0 0 0 0 23 29 1 0 0 0 0 24 25 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015388
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	393.15
ALogP	0.635
MLogP	3.22
XLogP	4.575
HDA	5
HBD	2
Rotatable Bonds	7
TPSA	96.43
RO5 Violation	0