NPASS drugs

Drug Information

Drug ID:	NPD5214
Drug Name:	CE-224535
Molecular Formula:	C22H29ClN4O6
Canonical SMILES:	COC[C@@H](Cn1c(=O)cnn(c1=O)c1ccc(c(c1)C(=NCC1(O)CCCCCC1)O)Cl)O
Standard InCHI:	InChI=1S/C22H29ClN4O6/c1-33-13-16(28)12-26-19(29)11-25-27(21(26)31)15-6-7-18(23)17(10-15)20(30)24-14-22(32)8-4-2-3-5-9-22/h6-7,10-11,16,28,32H,2-5,8-9,12-14H2,1H3,(H,24,30)/t16-/m1/s1
Standard InCHIKey:	FUCKCIVGBCBZNP-MRXNPFEDSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5214

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	205
0.1-0.2	1342
0.2-0.3	9445
0.3-0.4	12995
0.4-0.5	5157
0.5-0.6	1694
0.6-0.7	52
0.7-0.8	0
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
Remote Similarity	0.6544	NPC471663
Remote Similarity	0.6537	NPC137437
Remote Similarity	0.6537	NPC112839
Remote Similarity	0.6509	NPC243782
Remote Similarity	0.6461	NPC476687
Remote Similarity	0.6461	NPC476689
Remote Similarity	0.6461	NPC476685
Remote Similarity	0.6421	NPC471132
Remote Similarity	0.6373	NPC471122
Remote Similarity	0.635	NPC129624
Remote Similarity	0.633	NPC254798
Remote Similarity	0.6327	NPC471124
Remote Similarity	0.6319	NPC325599
Remote Similarity	0.6256	NPC472540
Remote Similarity	0.6256	NPC470787
Remote Similarity	0.6256	NPC472539
Remote Similarity	0.6226	NPC472541
Remote Similarity	0.6226	NPC472542
Remote Similarity	0.6224	NPC476231
Remote Similarity	0.6186	NPC172937
Remote Similarity	0.6186	NPC94167
Remote Similarity	0.6173	NPC320064
Remote Similarity	0.6131	NPC238430
Remote Similarity	0.612	NPC184437
Remote Similarity	0.6118	NPC24661
Remote Similarity	0.6118	NPC44357
Remote Similarity	0.6111	NPC139506
Remote Similarity	0.6111	NPC292143
Remote Similarity	0.6111	NPC101372
Remote Similarity	0.6106	NPC291759
Remote Similarity	0.6106	NPC207033
Remote Similarity	0.6106	NPC38823
Remote Similarity	0.6092	NPC275134
Remote Similarity	0.6092	NPC265592
Remote Similarity	0.6091	NPC68650
Remote Similarity	0.6089	NPC250476
Remote Similarity	0.6067	NPC473702
Remote Similarity	0.6067	NPC256007
Remote Similarity	0.6061	NPC191863
Remote Similarity	0.6061	NPC289776
Remote Similarity	0.6061	NPC133470
Remote Similarity	0.6058	NPC133591
Remote Similarity	0.6055	NPC295548
Remote Similarity	0.6045	NPC471155
Remote Similarity	0.603	NPC313757
Remote Similarity	0.6022	NPC259098
Remote Similarity	0.6022	NPC197680
Remote Similarity	0.6019	NPC471196
Remote Similarity	0.6019	NPC471195
Remote Similarity	0.6018	NPC270241
Remote Similarity	0.6009	NPC274268
Remote Similarity	0.6	NPC225400
Remote Similarity	0.5989	NPC226662
Remote Similarity	0.598	NPC470548
Remote Similarity	0.5973	NPC472538
Remote Similarity	0.5973	NPC470786
Remote Similarity	0.597	NPC300631
Remote Similarity	0.5962	NPC256288
Remote Similarity	0.5956	NPC231382
Remote Similarity	0.5944	NPC325013
Remote Similarity	0.5933	NPC2933
Remote Similarity	0.5933	NPC470003
Remote Similarity	0.593	NPC27904
Remote Similarity	0.5922	NPC293472
Remote Similarity	0.592	NPC471130
Remote Similarity	0.5905	NPC62510
Remote Similarity	0.5905	NPC259626
Remote Similarity	0.59	NPC88970
Remote Similarity	0.59	NPC85651
Remote Similarity	0.5885	NPC472444
Remote Similarity	0.5877	NPC473615
Remote Similarity	0.5877	NPC262725
Remote Similarity	0.5875	NPC471614
Remote Similarity	0.5874	NPC203754
Remote Similarity	0.5874	NPC150048
Remote Similarity	0.5874	NPC475607
Remote Similarity	0.5865	NPC475685
Remote Similarity	0.5865	NPC323198
Remote Similarity	0.5864	NPC308197
Remote Similarity	0.5857	NPC245741
Remote Similarity	0.5856	NPC474479
Remote Similarity	0.5849	NPC473815
Remote Similarity	0.5849	NPC229484
Remote Similarity	0.5847	NPC469666
Remote Similarity	0.5845	NPC474081
Remote Similarity	0.5844	NPC228206
Remote Similarity	0.5841	NPC129909
Remote Similarity	0.5837	NPC192270
Remote Similarity	0.5825	NPC475594
Remote Similarity	0.5825	NPC95412
Remote Similarity	0.5822	NPC292675
Remote Similarity	0.5822	NPC295287
Remote Similarity	0.5817	NPC472443
Remote Similarity	0.5817	NPC270009
Remote Similarity	0.5815	NPC74562
Remote Similarity	0.5815	NPC151781
Remote Similarity	0.5815	NPC316181
Remote Similarity	0.581	NPC477159
Remote Similarity	0.5808	NPC244425
Remote Similarity	0.5808	NPC15384
Remote Similarity	0.5805	NPC1986
Remote Similarity	0.5805	NPC83241
Remote Similarity	0.5805	NPC355
Remote Similarity	0.5805	NPC474544
Remote Similarity	0.5799	NPC32200
Remote Similarity	0.5795	NPC242000
Remote Similarity	0.5792	NPC311357
Remote Similarity	0.5792	NPC189116
Remote Similarity	0.5789	NPC39822
Remote Similarity	0.5787	NPC244536
Remote Similarity	0.5783	NPC248601
Remote Similarity	0.5775	NPC313352
Remote Similarity	0.5759	NPC477999
Remote Similarity	0.5756	NPC89987
Remote Similarity	0.5756	NPC116961
Remote Similarity	0.5755	NPC307396
Remote Similarity	0.5753	NPC212213
Remote Similarity	0.5753	NPC470499
Remote Similarity	0.5751	NPC477890
Remote Similarity	0.5743	NPC71079
Remote Similarity	0.5743	NPC472117
Remote Similarity	0.5742	NPC475761
Remote Similarity	0.5742	NPC474041
Remote Similarity	0.5739	NPC471197
Remote Similarity	0.5735	NPC471785
Remote Similarity	0.5728	NPC282092
Remote Similarity	0.5728	NPC158129
Remote Similarity	0.5722	NPC470824
Remote Similarity	0.5721	NPC114806
Remote Similarity	0.5721	NPC51047
Remote Similarity	0.5721	NPC471743
Remote Similarity	0.5714	NPC474217
Remote Similarity	0.5714	NPC471198
Remote Similarity	0.5707	NPC184161
Remote Similarity	0.5707	NPC472243
Remote Similarity	0.5701	NPC470497
Remote Similarity	0.57	NPC315257
Remote Similarity	0.5694	NPC14849
Remote Similarity	0.5687	NPC475962
Remote Similarity	0.5684	NPC287358
Remote Similarity	0.5677	NPC22082
Remote Similarity	0.5677	NPC186284
Remote Similarity	0.5672	NPC138018
Remote Similarity	0.5672	NPC24617
Remote Similarity	0.5667	NPC131450
Remote Similarity	0.5667	NPC147298
Remote Similarity	0.5667	NPC182057
Remote Similarity	0.5667	NPC316582
Remote Similarity	0.5667	NPC317564
Remote Similarity	0.5665	NPC253667
Remote Similarity	0.5665	NPC272174
Remote Similarity	0.5665	NPC35510
Remote Similarity	0.5664	NPC61637
Remote Similarity	0.5664	NPC285192
Remote Similarity	0.5662	NPC473371
Remote Similarity	0.5659	NPC472114
Remote Similarity	0.5659	NPC127730
Remote Similarity	0.5659	NPC278366
Remote Similarity	0.5659	NPC472115
Remote Similarity	0.5659	NPC278887
Remote Similarity	0.5656	NPC192674
Remote Similarity	0.5654	NPC471312
Remote Similarity	0.565	NPC471436
Remote Similarity	0.5644	NPC291359
Remote Similarity	0.5642	NPC228515
Remote Similarity	0.5641	NPC474896
Remote Similarity	0.5641	NPC328824
Remote Similarity	0.5639	NPC477548
Remote Similarity	0.5634	NPC477392
Remote Similarity	0.5634	NPC315934
Remote Similarity	0.5632	NPC159589
Remote Similarity	0.5631	NPC469443
Remote Similarity	0.5628	NPC232872
Remote Similarity	0.5625	NPC34508
Remote Similarity	0.5625	NPC313791
Remote Similarity	0.5625	NPC248670
Remote Similarity	0.5622	NPC313804
Remote Similarity	0.5622	NPC315804
Remote Similarity	0.5622	NPC10875
Remote Similarity	0.5622	NPC470728
Remote Similarity	0.5622	NPC92803
Remote Similarity	0.5622	NPC10730
Remote Similarity	0.5618	NPC314882
Remote Similarity	0.5617	NPC31097
Remote Similarity	0.5616	NPC143457
Remote Similarity	0.5613	NPC116096
Remote Similarity	0.5612	NPC472100
Remote Similarity	0.5611	NPC239954
Remote Similarity	0.5611	NPC323662
Remote Similarity	0.5611	NPC149708
Remote Similarity	0.561	NPC85918
Remote Similarity	0.5602	NPC61435
Remote Similarity	0.5602	NPC316906
Remote Similarity	0.5602	NPC220852
Remote Similarity	0.5602	NPC284706
Remote Similarity	0.5602	NPC18890
Remote Similarity	0.5602	NPC77992
Remote Similarity	0.5602	NPC46413
Remote Similarity	0.56	NPC14812
Remote Similarity	0.56	NPC14339

Drug Structure

NPD5214 OpenBabel08211706322D 36 38 0 0 1 0 0 0 0 0999 V2000 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5256 -4.4026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2327 -3.6955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5319 -4.2906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1207 -2.7018 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 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9998 -3.4439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2740 -2.1697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -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 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 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 3.4641 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 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 -4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 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 1.7321 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 3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4839 -3.0329 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5223 -4.0321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 33 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 7 2 0 0 0 0 6 15 1 0 0 0 0 7 18 1 0 0 0 0 8 22 1 0 0 0 0 9 22 1 0 0 0 0 10 15 2 0 0 0 0 10 17 1 0 0 0 0 11 19 1 0 0 0 0 11 25 2 0 0 0 0 12 26 1 0 0 0 0 13 16 1 0 0 0 0 13 33 1 0 0 0 0 14 22 1 0 0 0 0 14 24 1 0 0 0 0 15 27 1 0 0 0 0 16 12 1 6 0 0 0 16 28 1 0 0 0 0 17 18 2 0 0 0 0 17 20 1 0 0 0 0 18 23 1 0 0 0 0 19 26 1 0 0 0 0 19 29 2 0 0 0 0 20 24 2 3 0 0 0 20 30 1 0 0 0 0 21 26 1 0 0 0 0 21 27 1 0 0 0 0 21 31 2 0 0 0 0 22 32 1 0 0 0 0 25 27 1 0 0 0 0 28 34 1 0 0 0 0 30 35 1 0 0 0 0 32 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011432
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	480.18
ALogP	-1.7001
MLogP	2.67
XLogP	2.271
HDA	10
HBD	3
Rotatable Bonds	13
TPSA	135.26
RO5 Violation	0