NPASS drugs

Drug Information

Drug ID:	NPD3577
Drug Name:	GR-94839
Molecular Formula:	C19H25Cl2N3O3
Canonical SMILES:	OC1CCN(C1)CC1CN(CCN1C(=O)Cc1ccc(c(c1)Cl)Cl)C(=O)C
Standard InCHI:	InChI=1S/C19H25Cl2N3O3/c1-13(25)23-6-7-24(15(11-23)10-22-5-4-16(26)12-22)19(27)9-14-2-3-17(20)18(21)8-14/h2-3,8,15-16,26H,4-7,9-12H2,1H3
Standard InCHIKey:	ZFWNCCCNZIYJAQ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3577

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	86
0.1-0.2	821
0.2-0.3	5298
0.3-0.4	16866
0.4-0.5	6801
0.5-0.6	851
0.6-0.7	163
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	0.7338	NPC175726
Intermediate Similarity	0.7338	NPC474082
Intermediate Similarity	0.7122	NPC302169
Intermediate Similarity	0.7023	NPC473418
Remote Similarity	0.6957	NPC285926
Remote Similarity	0.6957	NPC14672
Remote Similarity	0.6957	NPC315276
Remote Similarity	0.6933	NPC316906
Remote Similarity	0.6879	NPC200964
Remote Similarity	0.6875	NPC474847
Remote Similarity	0.6853	NPC6975
Remote Similarity	0.6783	NPC252878
Remote Similarity	0.6783	NPC169485
Remote Similarity	0.6783	NPC84281
Remote Similarity	0.6783	NPC317474
Remote Similarity	0.6783	NPC291027
Remote Similarity	0.6783	NPC213126
Remote Similarity	0.6736	NPC46427
Remote Similarity	0.6735	NPC469666
Remote Similarity	0.6733	NPC248283
Remote Similarity	0.6713	NPC202521
Remote Similarity	0.6711	NPC178662
Remote Similarity	0.6711	NPC98424
Remote Similarity	0.6711	NPC470884
Remote Similarity	0.6711	NPC92784
Remote Similarity	0.6711	NPC476133
Remote Similarity	0.6691	NPC33742
Remote Similarity	0.6689	NPC474787
Remote Similarity	0.6689	NPC69496
Remote Similarity	0.6689	NPC118099
Remote Similarity	0.6689	NPC151706
Remote Similarity	0.6689	NPC9687
Remote Similarity	0.6689	NPC475598
Remote Similarity	0.6689	NPC476102
Remote Similarity	0.6689	NPC90194
Remote Similarity	0.6689	NPC293377
Remote Similarity	0.6689	NPC474855
Remote Similarity	0.6689	NPC49577
Remote Similarity	0.6689	NPC475318
Remote Similarity	0.6689	NPC474811
Remote Similarity	0.6689	NPC273907
Remote Similarity	0.6689	NPC76785
Remote Similarity	0.6689	NPC79465
Remote Similarity	0.6689	NPC260045
Remote Similarity	0.6667	NPC287401
Remote Similarity	0.6643	NPC476990
Remote Similarity	0.6643	NPC27833
Remote Similarity	0.6623	NPC263493
Remote Similarity	0.6623	NPC269398
Remote Similarity	0.6623	NPC469427
Remote Similarity	0.6623	NPC469426
Remote Similarity	0.6622	NPC473322
Remote Similarity	0.662	NPC220698
Remote Similarity	0.6619	NPC276949
Remote Similarity	0.6619	NPC35850
Remote Similarity	0.6603	NPC471680
Remote Similarity	0.6603	NPC209509
Remote Similarity	0.6599	NPC65310
Remote Similarity	0.6581	NPC161069
Remote Similarity	0.6577	NPC200589
Remote Similarity	0.6571	NPC113099
Remote Similarity	0.6556	NPC245836
Remote Similarity	0.6556	NPC233910
Remote Similarity	0.6554	NPC319766
Remote Similarity	0.6549	NPC470545
Remote Similarity	0.6538	NPC52748
Remote Similarity	0.6538	NPC476978
Remote Similarity	0.6536	NPC471264
Remote Similarity	0.6536	NPC471265
Remote Similarity	0.6533	NPC130309
Remote Similarity	0.6533	NPC255447
Remote Similarity	0.6503	NPC470546
Remote Similarity	0.6479	NPC470544
Remote Similarity	0.6456	NPC262077
Remote Similarity	0.6454	NPC471318
Remote Similarity	0.6452	NPC239762
Remote Similarity	0.6452	NPC163392
Remote Similarity	0.6415	NPC138775
Remote Similarity	0.6392	NPC315266
Remote Similarity	0.6392	NPC5620
Remote Similarity	0.6375	NPC471820
Remote Similarity	0.6375	NPC471821
Remote Similarity	0.637	NPC71684
Remote Similarity	0.6369	NPC470301
Remote Similarity	0.6351	NPC285394
Remote Similarity	0.6351	NPC222466
Remote Similarity	0.635	NPC45033
Remote Similarity	0.6346	NPC307357
Remote Similarity	0.6346	NPC268841
Remote Similarity	0.6346	NPC46098
Remote Similarity	0.6335	NPC2501
Remote Similarity	0.6319	NPC122590
Remote Similarity	0.6309	NPC101719
Remote Similarity	0.6291	NPC111428
Remote Similarity	0.6277	NPC167336
Remote Similarity	0.6275	NPC257390
Remote Similarity	0.6273	NPC240848
Remote Similarity	0.6267	NPC136453
Remote Similarity	0.6266	NPC251439
Remote Similarity	0.6266	NPC139326
Remote Similarity	0.625	NPC73655
Remote Similarity	0.625	NPC239357
Remote Similarity	0.6242	NPC476259
Remote Similarity	0.6235	NPC129666
Remote Similarity	0.6235	NPC283783
Remote Similarity	0.6225	NPC71933
Remote Similarity	0.6225	NPC152850
Remote Similarity	0.6225	NPC239990
Remote Similarity	0.6225	NPC89923
Remote Similarity	0.6225	NPC105114
Remote Similarity	0.6211	NPC329761
Remote Similarity	0.6211	NPC225648
Remote Similarity	0.6211	NPC145113
Remote Similarity	0.6194	NPC141050
Remote Similarity	0.6188	NPC201244
Remote Similarity	0.6188	NPC477217
Remote Similarity	0.6181	NPC101139
Remote Similarity	0.6178	NPC242159
Remote Similarity	0.6178	NPC313694
Remote Similarity	0.6173	NPC105717
Remote Similarity	0.6168	NPC297145
Remote Similarity	0.6168	NPC197743
Remote Similarity	0.6164	NPC197682
Remote Similarity	0.6159	NPC162104
Remote Similarity	0.6154	NPC472102
Remote Similarity	0.6154	NPC309531
Remote Similarity	0.6154	NPC51047
Remote Similarity	0.6149	NPC314358
Remote Similarity	0.6144	NPC300315
Remote Similarity	0.6136	NPC71140
Remote Similarity	0.6125	NPC315283
Remote Similarity	0.6125	NPC314388
Remote Similarity	0.612	NPC470728
Remote Similarity	0.6118	NPC472120
Remote Similarity	0.6118	NPC472101
Remote Similarity	0.6118	NPC472117
Remote Similarity	0.6115	NPC127741
Remote Similarity	0.6115	NPC68865
Remote Similarity	0.6111	NPC135121
Remote Similarity	0.6111	NPC16188
Remote Similarity	0.6107	NPC26285
Remote Similarity	0.6104	NPC157311
Remote Similarity	0.6101	NPC168113
Remote Similarity	0.6099	NPC65855
Remote Similarity	0.6099	NPC292758
Remote Similarity	0.6095	NPC469901
Remote Similarity	0.609	NPC256452
Remote Similarity	0.6087	NPC316008
Remote Similarity	0.6087	NPC313867
Remote Similarity	0.6074	NPC324445
Remote Similarity	0.6074	NPC322598
Remote Similarity	0.6065	NPC8761
Remote Similarity	0.6065	NPC44805
Remote Similarity	0.6062	NPC176226
Remote Similarity	0.6056	NPC313981
Remote Similarity	0.6048	NPC476268
Remote Similarity	0.6047	NPC472106
Remote Similarity	0.6026	NPC22746
Remote Similarity	0.6024	NPC286551
Remote Similarity	0.6024	NPC473341
Remote Similarity	0.6015	NPC474974
Remote Similarity	0.6012	NPC209463
Remote Similarity	0.6	NPC7817
Remote Similarity	0.6	NPC475168
Remote Similarity	0.6	NPC471447
Remote Similarity	0.6	NPC473491
Remote Similarity	0.6	NPC472258
Remote Similarity	0.5989	NPC473371
Remote Similarity	0.5988	NPC322878
Remote Similarity	0.5987	NPC313352
Remote Similarity	0.5985	NPC228400
Remote Similarity	0.5985	NPC214200
Remote Similarity	0.5975	NPC89489
Remote Similarity	0.5975	NPC132636
Remote Similarity	0.5974	NPC213969
Remote Similarity	0.5974	NPC165726
Remote Similarity	0.5966	NPC137627
Remote Similarity	0.5964	NPC233702
Remote Similarity	0.5963	NPC77905
Remote Similarity	0.5962	NPC246079
Remote Similarity	0.5962	NPC325479
Remote Similarity	0.596	NPC35996
Remote Similarity	0.5959	NPC473573
Remote Similarity	0.5959	NPC188010
Remote Similarity	0.5957	NPC55529
Remote Similarity	0.5946	NPC320656
Remote Similarity	0.5943	NPC475204
Remote Similarity	0.5943	NPC475123
Remote Similarity	0.5942	NPC329375
Remote Similarity	0.5941	NPC469898
Remote Similarity	0.593	NPC471051
Remote Similarity	0.593	NPC471052
Remote Similarity	0.593	NPC471053
Remote Similarity	0.5929	NPC67043
Remote Similarity	0.5929	NPC143516
Remote Similarity	0.5928	NPC262166
Remote Similarity	0.5928	NPC202198
Remote Similarity	0.5923	NPC305602
Remote Similarity	0.5923	NPC17497
Remote Similarity	0.5915	NPC473676

Drug Structure

NPD3577 OpenBabel08211703112D 28 30 0 0 1 0 0 0 0 0999 V2000 5.1962 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.4128 -0.2976 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8195 0.6160 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8141 0.7205 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 3 2 0 0 0 0 2 14 1 0 0 0 0 3 17 1 0 0 0 0 4 5 1 0 0 0 0 4 16 1 0 0 0 0 5 22 1 0 0 0 0 6 7 1 0 0 0 0 6 23 1 0 0 0 0 7 24 1 0 0 0 0 8 14 2 0 0 0 0 8 18 1 0 0 0 0 9 14 1 0 0 0 0 9 19 1 0 0 0 0 10 15 1 0 0 0 0 10 22 1 0 0 0 0 11 15 1 0 0 0 0 11 23 1 0 0 0 0 12 16 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 13 25 2 0 0 0 0 15 24 1 0 0 0 0 16 26 1 0 0 0 0 17 18 2 0 0 0 0 17 20 1 0 0 0 0 18 21 1 0 0 0 0 19 24 1 0 0 0 0 19 27 2 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015880
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	413.13
ALogP	-0.5026
MLogP	2.67
XLogP	0.947
HDA	6
HBD	1
Rotatable Bonds	10
TPSA	64.09
RO5 Violation	0