NPASS drugs

Drug Information

Drug ID:	NPD4533
Drug Name:
Molecular Formula:	C21H25ClN6O2
Canonical SMILES:	OCC[C@@H](c1ccc(cc1)Cl)N=C(C1(N)CCN(CC1)c1ncnc2c1cc[nH]2)O
Standard InCHI:	InChI=1S/C21H25ClN6O2/c22-15-3-1-14(2-4-15)17(6-12-29)27-20(30)21(23)7-10-28(11-8-21)19-16-5-9-24-18(16)25-13-26-19/h1-5,9,13,17,29H,6-8,10-12,23H2,(H,27,30)(H,24,25,26)/t17-/m0/s1
Standard InCHIKey:	JDUBGYFRJFOXQC-KRWDZBQOSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4533

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	398
0.1-0.2	4666
0.2-0.3	17706
0.3-0.4	4303
0.4-0.5	1905
0.5-0.6	1447
0.6-0.7	463
0.7-0.8	2
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	0.724	NPC130570
Intermediate Similarity	0.7035	NPC317054
Remote Similarity	0.6995	NPC469762
Remote Similarity	0.699	NPC472289
Remote Similarity	0.6946	NPC233936
Remote Similarity	0.6943	NPC476464
Remote Similarity	0.6943	NPC469785
Remote Similarity	0.6941	NPC471603
Remote Similarity	0.6939	NPC78375
Remote Similarity	0.6939	NPC476446
Remote Similarity	0.6939	NPC469813
Remote Similarity	0.6919	NPC63751
Remote Similarity	0.69	NPC313730
Remote Similarity	0.6881	NPC59269
Remote Similarity	0.6869	NPC54988
Remote Similarity	0.6865	NPC471312
Remote Similarity	0.6814	NPC314491
Remote Similarity	0.681	NPC477167
Remote Similarity	0.681	NPC473342
Remote Similarity	0.6808	NPC265576
Remote Similarity	0.6802	NPC470203
Remote Similarity	0.6784	NPC49954
Remote Similarity	0.6784	NPC160105
Remote Similarity	0.6784	NPC474561
Remote Similarity	0.6783	NPC69843
Remote Similarity	0.6768	NPC311276
Remote Similarity	0.6763	NPC15102
Remote Similarity	0.6757	NPC282247
Remote Similarity	0.6753	NPC259644
Remote Similarity	0.6753	NPC469765
Remote Similarity	0.6753	NPC469763
Remote Similarity	0.6753	NPC469760
Remote Similarity	0.6753	NPC469786
Remote Similarity	0.6753	NPC73952
Remote Similarity	0.6753	NPC25008
Remote Similarity	0.6751	NPC279918
Remote Similarity	0.6751	NPC470204
Remote Similarity	0.675	NPC317430
Remote Similarity	0.6733	NPC314603
Remote Similarity	0.6731	NPC474707
Remote Similarity	0.6718	NPC212376
Remote Similarity	0.6718	NPC70922
Remote Similarity	0.6718	NPC75540
Remote Similarity	0.6718	NPC211572
Remote Similarity	0.6718	NPC80597
Remote Similarity	0.6717	NPC282231
Remote Similarity	0.6716	NPC68354
Remote Similarity	0.6714	NPC95783
Remote Similarity	0.6713	NPC469308
Remote Similarity	0.6701	NPC469975
Remote Similarity	0.6701	NPC230869
Remote Similarity	0.67	NPC49217
Remote Similarity	0.6699	NPC204565
Remote Similarity	0.6699	NPC317030
Remote Similarity	0.6696	NPC107160
Remote Similarity	0.6683	NPC40779
Remote Similarity	0.6683	NPC102423
Remote Similarity	0.6667	NPC48938
Remote Similarity	0.6667	NPC201700
Remote Similarity	0.6667	NPC173028
Remote Similarity	0.6667	NPC54981
Remote Similarity	0.6667	NPC475288
Remote Similarity	0.6667	NPC65215
Remote Similarity	0.6651	NPC477166
Remote Similarity	0.6651	NPC304187
Remote Similarity	0.665	NPC472123
Remote Similarity	0.6622	NPC471192
Remote Similarity	0.6618	NPC275305
Remote Similarity	0.6618	NPC37423
Remote Similarity	0.6617	NPC125659
Remote Similarity	0.6617	NPC168702
Remote Similarity	0.6615	NPC470233
Remote Similarity	0.6606	NPC314957
Remote Similarity	0.6601	NPC89562
Remote Similarity	0.66	NPC194640
Remote Similarity	0.6598	NPC282531
Remote Similarity	0.6593	NPC238945
Remote Similarity	0.6592	NPC320968
Remote Similarity	0.6587	NPC163055
Remote Similarity	0.6583	NPC122141
Remote Similarity	0.6583	NPC131718
Remote Similarity	0.6571	NPC94752
Remote Similarity	0.6569	NPC295452
Remote Similarity	0.6569	NPC313791
Remote Similarity	0.6569	NPC171393
Remote Similarity	0.6567	NPC41333
Remote Similarity	0.6565	NPC64216
Remote Similarity	0.6553	NPC151939
Remote Similarity	0.6552	NPC116961
Remote Similarity	0.6545	NPC476454
Remote Similarity	0.6542	NPC474177
Remote Similarity	0.6538	NPC477891
Remote Similarity	0.6537	NPC189812
Remote Similarity	0.6537	NPC329688
Remote Similarity	0.6535	NPC250178
Remote Similarity	0.6532	NPC71238
Remote Similarity	0.6528	NPC314372
Remote Similarity	0.6526	NPC32002
Remote Similarity	0.6526	NPC315348
Remote Similarity	0.6522	NPC176199
Remote Similarity	0.6522	NPC215795
Remote Similarity	0.6518	NPC72956
Remote Similarity	0.6516	NPC56271
Remote Similarity	0.6512	NPC133366
Remote Similarity	0.6509	NPC321708
Remote Similarity	0.6507	NPC139291
Remote Similarity	0.6507	NPC472108
Remote Similarity	0.6505	NPC324611
Remote Similarity	0.6505	NPC471322
Remote Similarity	0.6496	NPC470730
Remote Similarity	0.6496	NPC477175
Remote Similarity	0.6495	NPC143872
Remote Similarity	0.649	NPC300688
Remote Similarity	0.6489	NPC6865
Remote Similarity	0.6489	NPC153980
Remote Similarity	0.6486	NPC473362
Remote Similarity	0.6486	NPC166492
Remote Similarity	0.6476	NPC470731
Remote Similarity	0.6476	NPC472294
Remote Similarity	0.6473	NPC248454
Remote Similarity	0.6471	NPC473376
Remote Similarity	0.6471	NPC194411
Remote Similarity	0.6468	NPC475859
Remote Similarity	0.6468	NPC100321
Remote Similarity	0.6468	NPC160666
Remote Similarity	0.6468	NPC475969
Remote Similarity	0.6465	NPC120070
Remote Similarity	0.6457	NPC116555
Remote Similarity	0.6455	NPC476874
Remote Similarity	0.6455	NPC193761
Remote Similarity	0.6452	NPC229332
Remote Similarity	0.645	NPC135141
Remote Similarity	0.645	NPC92796
Remote Similarity	0.6447	NPC267811
Remote Similarity	0.6445	NPC188387
Remote Similarity	0.6445	NPC163421
Remote Similarity	0.6443	NPC204141
Remote Similarity	0.6441	NPC165743
Remote Similarity	0.6436	NPC162268
Remote Similarity	0.6429	NPC472109
Remote Similarity	0.6429	NPC472110
Remote Similarity	0.6425	NPC190296
Remote Similarity	0.6425	NPC150048
Remote Similarity	0.6425	NPC203754
Remote Similarity	0.6422	NPC473640
Remote Similarity	0.6417	NPC101165
Remote Similarity	0.6416	NPC471193
Remote Similarity	0.6416	NPC471194
Remote Similarity	0.6411	NPC314919
Remote Similarity	0.6411	NPC16659
Remote Similarity	0.6408	NPC208060
Remote Similarity	0.6398	NPC21461
Remote Similarity	0.6396	NPC105818
Remote Similarity	0.6396	NPC24678
Remote Similarity	0.6394	NPC293472
Remote Similarity	0.6393	NPC27740
Remote Similarity	0.639	NPC164664
Remote Similarity	0.6388	NPC54744
Remote Similarity	0.6386	NPC471177
Remote Similarity	0.6386	NPC225018
Remote Similarity	0.6386	NPC124542
Remote Similarity	0.6386	NPC59779
Remote Similarity	0.6383	NPC156003
Remote Similarity	0.6382	NPC476219
Remote Similarity	0.6381	NPC71037
Remote Similarity	0.6381	NPC307191
Remote Similarity	0.6381	NPC192270
Remote Similarity	0.6378	NPC471313
Remote Similarity	0.6378	NPC471311
Remote Similarity	0.6378	NPC114209
Remote Similarity	0.6377	NPC110500
Remote Similarity	0.6377	NPC149155
Remote Similarity	0.6377	NPC203468
Remote Similarity	0.6373	NPC34300
Remote Similarity	0.6364	NPC39092
Remote Similarity	0.6364	NPC303820
Remote Similarity	0.6364	NPC205254
Remote Similarity	0.6364	NPC106771
Remote Similarity	0.6364	NPC265710
Remote Similarity	0.6364	NPC23420
Remote Similarity	0.636	NPC250835
Remote Similarity	0.6359	NPC146373
Remote Similarity	0.6359	NPC470498
Remote Similarity	0.6359	NPC159856
Remote Similarity	0.6359	NPC166424
Remote Similarity	0.6359	NPC245244
Remote Similarity	0.6356	NPC470729
Remote Similarity	0.6356	NPC477176
Remote Similarity	0.6355	NPC97367
Remote Similarity	0.6355	NPC317105
Remote Similarity	0.6355	NPC213629
Remote Similarity	0.6346	NPC267885
Remote Similarity	0.634	NPC476492
Remote Similarity	0.6339	NPC323927
Remote Similarity	0.6338	NPC62749
Remote Similarity	0.6336	NPC471506
Remote Similarity	0.6336	NPC473317
Remote Similarity	0.6335	NPC475935
Remote Similarity	0.6335	NPC94211
Remote Similarity	0.6335	NPC475506

Drug Structure

NPD4533 OpenBabel08211705262D 35 38 0 0 1 0 0 0 0 0999 V2000 -5.9417 0.0956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4033 -0.7483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4289 0.9394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8904 0.0956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0464 -2.4146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4289 -2.4359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5315 -1.4615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6876 -2.9231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0154 -2.5165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6876 -0.9744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8438 -2.4359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4033 -2.4359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8438 0.4872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4289 -0.7483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4033 0.9394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8438 -1.4615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9417 -1.5921 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6876 -0.9744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4802 -2.4359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5315 -2.4359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8904 1.7832 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.0186 -3.2797 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4117 -1.6263 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6876 0.0000 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 -4.9674 -1.5921 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8438 -1.4615 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.8904 -3.2797 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9674 -3.2797 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9930 -3.2797 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5315 -4.1235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3648 -1.4238 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4033 -4.1235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9417 -3.2797 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 14 2 0 0 0 0 2 4 2 0 0 0 0 2 14 1 0 0 0 0 3 15 2 0 0 0 0 4 15 1 0 0 0 0 5 9 2 0 0 0 0 5 16 1 0 0 0 0 6 12 1 0 0 0 0 7 10 1 0 0 0 0 7 21 1 0 0 0 0 8 11 1 0 0 0 0 8 21 1 0 0 0 0 9 24 1 0 0 0 0 10 28 1 0 0 0 0 11 28 1 0 0 0 0 12 29 1 0 0 0 0 13 25 2 0 0 0 0 13 26 1 0 0 0 0 14 17 1 0 0 0 0 15 22 1 0 0 0 0 16 18 2 0 0 0 0 16 19 1 0 0 0 0 17 6 1 1 0 0 0 17 27 1 0 0 0 0 18 24 1 0 0 0 0 18 25 1 0 0 0 0 19 26 2 0 0 0 0 19 28 1 0 0 0 0 20 21 1 0 0 0 0 20 27 2 3 0 0 0 20 30 1 0 0 0 0 21 23 1 0 0 0 0 23 31 1 0 0 0 0 23 32 1 0 0 0 0 24 33 1 0 0 0 0 29 34 1 0 0 0 0 30 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002159
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	25227436
ChEBI
CAS Number

Drug Properties

Molecular Weight	428.17
ALogP	-2.2313
MLogP	2.78
XLogP	1.744
HDA	8
HBD	4
Rotatable Bonds	10
TPSA	123.65
RO5 Violation	0