NPASS drugs

Drug Information

Drug ID:	NPD5012
Drug Name:	rabeximod
Molecular Formula:	C22H24ClN5O
Canonical SMILES:	CN(CCN=C(Cn1c2ccc(cc2c2c1nc1cc(C)c(cc1n2)C)Cl)O)C
Standard InCHI:	InChI=1S/C22H24ClN5O/c1-13-9-17-18(10-14(13)2)26-22-21(25-17)16-11-15(23)5-6-19(16)28(22)12-20(29)24-7-8-27(3)4/h5-6,9-11H,7-8,12H2,1-4H3,(H,24,29)
Standard InCHIKey:	PDNNUMNEXITLCZ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5012

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	709
0.1-0.2	9782
0.2-0.3	14491
0.3-0.4	2670
0.4-0.5	1702
0.5-0.6	1278
0.6-0.7	253
0.7-0.8	5
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	0.7772	NPC471609
Intermediate Similarity	0.7552	NPC317054
Intermediate Similarity	0.7394	NPC477591
Intermediate Similarity	0.7143	NPC476219
Intermediate Similarity	0.7053	NPC476297
Remote Similarity	0.6943	NPC300238
Remote Similarity	0.6943	NPC158055
Remote Similarity	0.6878	NPC114209
Remote Similarity	0.6875	NPC316018
Remote Similarity	0.6875	NPC314058
Remote Similarity	0.6829	NPC476341
Remote Similarity	0.6794	NPC315617
Remote Similarity	0.6794	NPC316359
Remote Similarity	0.6776	NPC469308
Remote Similarity	0.6709	NPC30540
Remote Similarity	0.6701	NPC470203
Remote Similarity	0.6667	NPC478182
Remote Similarity	0.665	NPC470204
Remote Similarity	0.6634	NPC314919
Remote Similarity	0.6634	NPC208060
Remote Similarity	0.6633	NPC2165
Remote Similarity	0.6633	NPC195507
Remote Similarity	0.6622	NPC471603
Remote Similarity	0.6616	NPC225018
Remote Similarity	0.6615	NPC120070
Remote Similarity	0.6615	NPC470111
Remote Similarity	0.6602	NPC477891
Remote Similarity	0.6562	NPC478186
Remote Similarity	0.6561	NPC284635
Remote Similarity	0.6546	NPC40070
Remote Similarity	0.6515	NPC293487
Remote Similarity	0.651	NPC204141
Remote Similarity	0.6508	NPC104483
Remote Similarity	0.6504	NPC267811
Remote Similarity	0.6502	NPC105758
Remote Similarity	0.6502	NPC476686
Remote Similarity	0.6502	NPC476688
Remote Similarity	0.65	NPC317105
Remote Similarity	0.65	NPC478184
Remote Similarity	0.6497	NPC476464
Remote Similarity	0.6493	NPC472289
Remote Similarity	0.6492	NPC20144
Remote Similarity	0.6489	NPC314102
Remote Similarity	0.6489	NPC251722
Remote Similarity	0.6485	NPC278874
Remote Similarity	0.6482	NPC44773
Remote Similarity	0.6482	NPC215584
Remote Similarity	0.6482	NPC122141
Remote Similarity	0.648	NPC325903
Remote Similarity	0.6478	NPC130570
Remote Similarity	0.6474	NPC115611
Remote Similarity	0.6462	NPC33421
Remote Similarity	0.6461	NPC472031
Remote Similarity	0.6461	NPC472066
Remote Similarity	0.6461	NPC472067
Remote Similarity	0.6445	NPC254762
Remote Similarity	0.6442	NPC144114
Remote Similarity	0.6441	NPC116555
Remote Similarity	0.6439	NPC297034
Remote Similarity	0.6436	NPC478183
Remote Similarity	0.6436	NPC49217
Remote Similarity	0.6432	NPC6436
Remote Similarity	0.6429	NPC469975
Remote Similarity	0.6422	NPC2497
Remote Similarity	0.6414	NPC51054
Remote Similarity	0.6381	NPC108011
Remote Similarity	0.6373	NPC91895
Remote Similarity	0.6373	NPC194411
Remote Similarity	0.6368	NPC478185
Remote Similarity	0.6368	NPC169433
Remote Similarity	0.6359	NPC201380
Remote Similarity	0.6359	NPC179787
Remote Similarity	0.6355	NPC56233
Remote Similarity	0.6352	NPC132631
Remote Similarity	0.6352	NPC103687
Remote Similarity	0.635	NPC56765
Remote Similarity	0.6349	NPC216159
Remote Similarity	0.6346	NPC12649
Remote Similarity	0.6335	NPC315348
Remote Similarity	0.6335	NPC32002
Remote Similarity	0.633	NPC265576
Remote Similarity	0.6329	NPC280852
Remote Similarity	0.6327	NPC321911
Remote Similarity	0.6318	NPC255229
Remote Similarity	0.6318	NPC81229
Remote Similarity	0.6318	NPC229173
Remote Similarity	0.6309	NPC313884
Remote Similarity	0.6309	NPC98371
Remote Similarity	0.6308	NPC63545
Remote Similarity	0.6298	NPC68354
Remote Similarity	0.6296	NPC198988
Remote Similarity	0.6293	NPC32534
Remote Similarity	0.6293	NPC116961
Remote Similarity	0.6293	NPC164664
Remote Similarity	0.6288	NPC173344
Remote Similarity	0.6286	NPC307191
Remote Similarity	0.628	NPC471579
Remote Similarity	0.628	NPC275305
Remote Similarity	0.628	NPC469938
Remote Similarity	0.628	NPC37423
Remote Similarity	0.6276	NPC469811
Remote Similarity	0.6268	NPC133261
Remote Similarity	0.6267	NPC195314
Remote Similarity	0.6261	NPC149014
Remote Similarity	0.6256	NPC470440
Remote Similarity	0.6255	NPC107160
Remote Similarity	0.625	NPC184476
Remote Similarity	0.625	NPC88097
Remote Similarity	0.6245	NPC472068
Remote Similarity	0.6244	NPC135601
Remote Similarity	0.6244	NPC141612
Remote Similarity	0.6244	NPC288445
Remote Similarity	0.6244	NPC17273
Remote Similarity	0.624	NPC472843
Remote Similarity	0.6238	NPC16659
Remote Similarity	0.6238	NPC24864
Remote Similarity	0.6237	NPC42483
Remote Similarity	0.6234	NPC250178
Remote Similarity	0.6226	NPC21429
Remote Similarity	0.6222	NPC71238
Remote Similarity	0.6219	NPC129721
Remote Similarity	0.6219	NPC236711
Remote Similarity	0.6218	NPC59084
Remote Similarity	0.621	NPC134657
Remote Similarity	0.6207	NPC194881
Remote Similarity	0.6207	NPC224632
Remote Similarity	0.6207	NPC77022
Remote Similarity	0.6203	NPC69843
Remote Similarity	0.6198	NPC476433
Remote Similarity	0.6198	NPC476528
Remote Similarity	0.6197	NPC15102
Remote Similarity	0.6196	NPC122718
Remote Similarity	0.6193	NPC21605
Remote Similarity	0.619	NPC176199
Remote Similarity	0.619	NPC215795
Remote Similarity	0.619	NPC265710
Remote Similarity	0.6188	NPC318065
Remote Similarity	0.6188	NPC206819
Remote Similarity	0.6188	NPC135141
Remote Similarity	0.6188	NPC92796
Remote Similarity	0.6188	NPC474880
Remote Similarity	0.6188	NPC475990
Remote Similarity	0.6188	NPC221786
Remote Similarity	0.6186	NPC473868
Remote Similarity	0.6186	NPC63157
Remote Similarity	0.618	NPC216221
Remote Similarity	0.6179	NPC19679
Remote Similarity	0.6178	NPC325252
Remote Similarity	0.6176	NPC90723
Remote Similarity	0.6176	NPC472587
Remote Similarity	0.6173	NPC86288
Remote Similarity	0.6172	NPC472122
Remote Similarity	0.6172	NPC24594
Remote Similarity	0.6157	NPC282247
Remote Similarity	0.6154	NPC476408
Remote Similarity	0.6151	NPC935
Remote Similarity	0.6151	NPC267078
Remote Similarity	0.6148	NPC39092
Remote Similarity	0.6146	NPC150259
Remote Similarity	0.6143	NPC326575
Remote Similarity	0.614	NPC54981
Remote Similarity	0.6135	NPC280548
Remote Similarity	0.6135	NPC474897
Remote Similarity	0.6134	NPC116622
Remote Similarity	0.6134	NPC476521
Remote Similarity	0.6134	NPC2949
Remote Similarity	0.6133	NPC475288
Remote Similarity	0.6126	NPC296437
Remote Similarity	0.6125	NPC474357
Remote Similarity	0.6124	NPC329688
Remote Similarity	0.6124	NPC189812
Remote Similarity	0.6119	NPC38736
Remote Similarity	0.6109	NPC470323
Remote Similarity	0.6109	NPC160666
Remote Similarity	0.6106	NPC166492
Remote Similarity	0.6106	NPC82331
Remote Similarity	0.6106	NPC473362
Remote Similarity	0.6106	NPC158129
Remote Similarity	0.6104	NPC56271
Remote Similarity	0.6103	NPC83381
Remote Similarity	0.6103	NPC48938
Remote Similarity	0.6103	NPC88121
Remote Similarity	0.6101	NPC272458
Remote Similarity	0.6098	NPC247987
Remote Similarity	0.6098	NPC162799
Remote Similarity	0.6098	NPC271797
Remote Similarity	0.6098	NPC21174
Remote Similarity	0.6095	NPC121903
Remote Similarity	0.6095	NPC288785
Remote Similarity	0.6091	NPC314372
Remote Similarity	0.6087	NPC317430
Remote Similarity	0.6085	NPC15840
Remote Similarity	0.6085	NPC187827
Remote Similarity	0.6085	NPC472105
Remote Similarity	0.6083	NPC231536
Remote Similarity	0.6083	NPC95783
Remote Similarity	0.6082	NPC474986
Remote Similarity	0.6082	NPC476013
Remote Similarity	0.6082	NPC476522
Remote Similarity	0.6082	NPC312092

Drug Structure

NPD5012 OpenBabel08211706322D 30 33 0 0 0 0 0 0 0 0999 V2000 -5.1065 1.9745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1069 -0.0229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5635 -5.7904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6932 -4.5363 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5322 0.4868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6883 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2451 -3.2320 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0423 -4.1851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3767 1.9506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3771 0.0004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6887 1.9493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 -0.9745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2212 1.4632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2214 0.4881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5324 1.4618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8442 1.4622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5324 1.4629 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5326 0.4878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8440 0.4871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7238 -1.6266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8441 1.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8443 0.4874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3986 1.9617 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.5210 -2.5798 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6884 1.9500 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6888 0.0003 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7663 -4.8373 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 1.6507 -1.3257 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3747 -1.9779 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 27 1 0 0 0 0 4 27 1 0 0 0 0 5 6 2 0 0 0 0 5 15 1 0 0 0 0 6 19 1 0 0 0 0 7 8 1 0 0 0 0 7 24 1 0 0 0 0 8 27 1 0 0 0 0 9 13 2 0 0 0 0 9 17 1 0 0 0 0 10 14 2 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 20 1 0 0 0 0 12 28 1 0 0 0 0 13 14 1 0 0 0 0 15 23 1 0 0 0 0 16 19 2 0 0 0 0 16 21 1 0 0 0 0 17 18 1 0 0 0 0 17 25 2 0 0 0 0 18 26 2 0 0 0 0 19 28 1 0 0 0 0 20 24 2 3 0 0 0 20 29 1 0 0 0 0 21 22 2 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 22 28 1 0 0 0 0 29 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008887
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	409.17
ALogP	1.7749
MLogP	3.11
XLogP	3.975
HDA	6
HBD	1
Rotatable Bonds	11
TPSA	66.54
RO5 Violation	0