NPASS drugs

Drug Information

Drug ID:	NPD5092
Drug Name:
Molecular Formula:	C22H26ClN3O4S
Canonical SMILES:	OC(=O)CCC/C=C[C@@H]1C[C@H](CN1Cc1cccnc1)NS(=O)(=O)c1ccc(cc1)Cl
Standard InCHI:	InChI=1S/C22H26ClN3O4S/c23-18-8-10-21(11-9-18)31(29,30)25-19-13-20(6-2-1-3-7-22(27)28)26(16-19)15-17-5-4-12-24-14-17/h2,4-6,8-12,14,19-20,25H,1,3,7,13,15-16H2,(H,27,28)/b6-2-/t19-,20-/m1/s1
Standard InCHIKey:	QOGAFDXRUCVFGM-BBNLEYJNSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5092

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	209
0.1-0.2	3022
0.2-0.3	15908
0.3-0.4	7808
0.4-0.5	1911
0.5-0.6	1580
0.6-0.7	449
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	0.7321	NPC471312
Intermediate Similarity	0.7247	NPC469897
Intermediate Similarity	0.7097	NPC469938
Remote Similarity	0.6954	NPC476454
Remote Similarity	0.6906	NPC476464
Remote Similarity	0.6882	NPC322488
Remote Similarity	0.6839	NPC315348
Remote Similarity	0.6839	NPC32002
Remote Similarity	0.6839	NPC228835
Remote Similarity	0.6825	NPC203468
Remote Similarity	0.6825	NPC110500
Remote Similarity	0.6825	NPC149155
Remote Similarity	0.6821	NPC65408
Remote Similarity	0.6807	NPC27740
Remote Similarity	0.6806	NPC283219
Remote Similarity	0.6806	NPC213468
Remote Similarity	0.6791	NPC78020
Remote Similarity	0.6789	NPC267885
Remote Similarity	0.6786	NPC471313
Remote Similarity	0.6786	NPC471311
Remote Similarity	0.6769	NPC235684
Remote Similarity	0.6769	NPC62749
Remote Similarity	0.6769	NPC94752
Remote Similarity	0.6735	NPC17059
Remote Similarity	0.6725	NPC324611
Remote Similarity	0.6719	NPC248041
Remote Similarity	0.6719	NPC11126
Remote Similarity	0.6719	NPC126709
Remote Similarity	0.6716	NPC272483
Remote Similarity	0.6701	NPC321708
Remote Similarity	0.6683	NPC143325
Remote Similarity	0.6667	NPC145885
Remote Similarity	0.6667	NPC14113
Remote Similarity	0.6667	NPC29702
Remote Similarity	0.6667	NPC116961
Remote Similarity	0.6667	NPC84827
Remote Similarity	0.663	NPC169586
Remote Similarity	0.6627	NPC48564
Remote Similarity	0.6627	NPC265605
Remote Similarity	0.6627	NPC182570
Remote Similarity	0.6616	NPC213629
Remote Similarity	0.6615	NPC476419
Remote Similarity	0.6612	NPC469765
Remote Similarity	0.6612	NPC469763
Remote Similarity	0.6612	NPC259644
Remote Similarity	0.6612	NPC469786
Remote Similarity	0.6612	NPC73952
Remote Similarity	0.6612	NPC25008
Remote Similarity	0.6612	NPC469760
Remote Similarity	0.6595	NPC469762
Remote Similarity	0.658	NPC183662
Remote Similarity	0.658	NPC217372
Remote Similarity	0.658	NPC15573
Remote Similarity	0.658	NPC111275
Remote Similarity	0.6576	NPC212376
Remote Similarity	0.6576	NPC70922
Remote Similarity	0.6576	NPC75540
Remote Similarity	0.6576	NPC211572
Remote Similarity	0.6576	NPC80597
Remote Similarity	0.6569	NPC293917
Remote Similarity	0.6568	NPC166424
Remote Similarity	0.6568	NPC245244
Remote Similarity	0.6568	NPC146373
Remote Similarity	0.6564	NPC71037
Remote Similarity	0.6561	NPC474561
Remote Similarity	0.6561	NPC49954
Remote Similarity	0.6561	NPC160105
Remote Similarity	0.6559	NPC477591
Remote Similarity	0.6556	NPC314372
Remote Similarity	0.655	NPC117244
Remote Similarity	0.655	NPC473763
Remote Similarity	0.6548	NPC280290
Remote Similarity	0.6546	NPC219336
Remote Similarity	0.6546	NPC55772
Remote Similarity	0.6546	NPC248462
Remote Similarity	0.6541	NPC469785
Remote Similarity	0.6535	NPC294693
Remote Similarity	0.6532	NPC471322
Remote Similarity	0.6526	NPC63751
Remote Similarity	0.6524	NPC279918
Remote Similarity	0.6509	NPC75726
Remote Similarity	0.6509	NPC110602
Remote Similarity	0.6509	NPC31385
Remote Similarity	0.6505	NPC129721
Remote Similarity	0.6495	NPC248454
Remote Similarity	0.649	NPC473376
Remote Similarity	0.6489	NPC282231
Remote Similarity	0.6486	NPC229055
Remote Similarity	0.6455	NPC476446
Remote Similarity	0.6455	NPC311276
Remote Similarity	0.6455	NPC469813
Remote Similarity	0.6455	NPC78375
Remote Similarity	0.6453	NPC89490
Remote Similarity	0.6453	NPC202812
Remote Similarity	0.645	NPC175474
Remote Similarity	0.6445	NPC478158
Remote Similarity	0.6444	NPC190296
Remote Similarity	0.6439	NPC171317
Remote Similarity	0.6425	NPC477976
Remote Similarity	0.6425	NPC314603
Remote Similarity	0.6416	NPC475090
Remote Similarity	0.6416	NPC329896
Remote Similarity	0.6416	NPC475105
Remote Similarity	0.6413	NPC105818
Remote Similarity	0.6413	NPC24678
Remote Similarity	0.64	NPC472323
Remote Similarity	0.6395	NPC306397
Remote Similarity	0.6394	NPC476874
Remote Similarity	0.6393	NPC471957
Remote Similarity	0.639	NPC262898
Remote Similarity	0.6387	NPC54988
Remote Similarity	0.6384	NPC328029
Remote Similarity	0.6379	NPC315320
Remote Similarity	0.6378	NPC216713
Remote Similarity	0.6374	NPC167400
Remote Similarity	0.6374	NPC159856
Remote Similarity	0.6368	NPC478184
Remote Similarity	0.6368	NPC194640
Remote Similarity	0.6368	NPC40779
Remote Similarity	0.6364	NPC163055
Remote Similarity	0.6359	NPC281049
Remote Similarity	0.6359	NPC474916
Remote Similarity	0.6355	NPC75634
Remote Similarity	0.6351	NPC323927
Remote Similarity	0.635	NPC315555
Remote Similarity	0.6348	NPC114310
Remote Similarity	0.6345	NPC469896
Remote Similarity	0.6344	NPC200214
Remote Similarity	0.6344	NPC312860
Remote Similarity	0.6343	NPC256893
Remote Similarity	0.6341	NPC179701
Remote Similarity	0.6335	NPC477975
Remote Similarity	0.6332	NPC165495
Remote Similarity	0.633	NPC213914
Remote Similarity	0.6327	NPC64436
Remote Similarity	0.6327	NPC59269
Remote Similarity	0.6324	NPC40070
Remote Similarity	0.6321	NPC194411
Remote Similarity	0.6316	NPC59779
Remote Similarity	0.6316	NPC124542
Remote Similarity	0.6316	NPC471177
Remote Similarity	0.6316	NPC476322
Remote Similarity	0.6313	NPC233936
Remote Similarity	0.631	NPC263455
Remote Similarity	0.631	NPC209362
Remote Similarity	0.6304	NPC477974
Remote Similarity	0.6304	NPC469811
Remote Similarity	0.6304	NPC105811
Remote Similarity	0.6302	NPC56233
Remote Similarity	0.6301	NPC212125
Remote Similarity	0.63	NPC99939
Remote Similarity	0.63	NPC15102
Remote Similarity	0.63	NPC308931
Remote Similarity	0.6296	NPC135141
Remote Similarity	0.6296	NPC92796
Remote Similarity	0.6296	NPC478157
Remote Similarity	0.6293	NPC195239
Remote Similarity	0.6293	NPC157828
Remote Similarity	0.6293	NPC20593
Remote Similarity	0.629	NPC472260
Remote Similarity	0.6287	NPC240136
Remote Similarity	0.6287	NPC297486
Remote Similarity	0.6287	NPC471402
Remote Similarity	0.6286	NPC282398
Remote Similarity	0.6284	NPC467188
Remote Similarity	0.6283	NPC478182
Remote Similarity	0.6283	NPC21174
Remote Similarity	0.6283	NPC271797
Remote Similarity	0.628	NPC473640
Remote Similarity	0.6278	NPC73767
Remote Similarity	0.6278	NPC110126
Remote Similarity	0.6274	NPC54420
Remote Similarity	0.627	NPC321911
Remote Similarity	0.6269	NPC201700
Remote Similarity	0.6268	NPC475506
Remote Similarity	0.6263	NPC91179
Remote Similarity	0.6263	NPC15840
Remote Similarity	0.6263	NPC314919
Remote Similarity	0.6263	NPC131718
Remote Similarity	0.6262	NPC11445
Remote Similarity	0.6257	NPC290094
Remote Similarity	0.6257	NPC105127
Remote Similarity	0.6257	NPC325903
Remote Similarity	0.625	NPC54744
Remote Similarity	0.625	NPC63545
Remote Similarity	0.625	NPC91958
Remote Similarity	0.625	NPC100321
Remote Similarity	0.625	NPC470003
Remote Similarity	0.625	NPC471178
Remote Similarity	0.625	NPC101165
Remote Similarity	0.6244	NPC68354
Remote Similarity	0.6243	NPC469768
Remote Similarity	0.6243	NPC469761
Remote Similarity	0.6243	NPC469780
Remote Similarity	0.6243	NPC469783
Remote Similarity	0.6243	NPC469767
Remote Similarity	0.6243	NPC469779
Remote Similarity	0.6243	NPC469784
Remote Similarity	0.6238	NPC193761
Remote Similarity	0.6238	NPC155143

Drug Structure

NPD5092 OpenBabel08211706322D 33 35 0 0 1 0 0 0 0 0999 V2000 0.7731 -4.3205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7677 -4.4250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3664 -3.4069 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6133 -3.2454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0255 -2.4364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3554 -3.6160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6281 -3.3024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2066 -4.1589 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 3.6243 -3.4544 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4432 -1.7319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0310 -2.5409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9487 -2.7024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2159 -4.1114 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.2121 -4.2635 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8092 -5.0250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2104 -4.0069 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 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 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7982 -4.8159 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 6 2 0 0 0 0 3 7 1 0 0 0 0 4 5 2 0 0 0 0 4 12 1 0 0 0 0 5 17 1 0 0 0 0 7 22 1 0 0 0 0 8 10 1 0 0 0 0 8 18 2 0 0 0 0 9 11 2 0 0 0 0 9 18 1 0 0 0 0 10 21 2 0 0 0 0 11 21 1 0 0 0 0 12 24 2 0 0 0 0 13 19 1 0 0 0 0 13 20 1 0 0 0 0 14 17 2 0 0 0 0 14 24 1 0 0 0 0 15 17 1 0 0 0 0 15 26 1 0 0 0 0 16 19 1 0 0 0 0 16 26 1 0 0 0 0 18 23 1 0 0 0 0 19 25 1 1 0 0 0 20 6 1 6 0 0 0 20 26 1 0 0 0 0 21 31 1 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 25 31 1 0 0 0 0 25 32 1 0 0 0 0 28 33 1 0 0 0 0 29 31 2 0 0 0 0 30 31 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008486
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6442424
ChEBI
CAS Number

Drug Properties

Molecular Weight	463.13
ALogP	-0.3142
MLogP	2.89
XLogP	3.253
HDA	7
HBD	2
Rotatable Bonds	12
TPSA	107.98
RO5 Violation	0