NPASS drugs

Drug Information

Drug ID:	NPD4771
Drug Name:	Revexepride
Molecular Formula:	C21H32ClN3O4
Canonical SMILES:	COCCCN1CC[C@H]([C@@H](C1)O)CN=C(c1cc(Cl)c(c2c1OC(C2)(C)C)N)O
Standard InCHI:	InChI=1S/C21H32ClN3O4/c1-21(2)10-15-18(23)16(22)9-14(19(15)29-21)20(27)24-11-13-5-7-25(12-17(13)26)6-4-8-28-3/h9,13,17,26H,4-8,10-12,23H2,1-3H3,(H,24,27)/t13-,17+/m0/s1
Standard InCHIKey:	FOUUNSGQVBGYQM-SUMWQHHRSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4771

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	242
0.1-0.2	1344
0.2-0.3	7451
0.3-0.4	5817
0.4-0.5	11555
0.5-0.6	4195
0.6-0.7	285
0.7-0.8	1
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	0.7098	NPC49583
Remote Similarity	0.6911	NPC19555
Remote Similarity	0.6881	NPC28510
Remote Similarity	0.6872	NPC168153
Remote Similarity	0.6823	NPC238430
Remote Similarity	0.6816	NPC232872
Remote Similarity	0.6789	NPC37957
Remote Similarity	0.6782	NPC217294
Remote Similarity	0.6768	NPC283999
Remote Similarity	0.6718	NPC310894
Remote Similarity	0.67	NPC295287
Remote Similarity	0.6698	NPC476106
Remote Similarity	0.6667	NPC127082
Remote Similarity	0.6651	NPC476651
Remote Similarity	0.6649	NPC291359
Remote Similarity	0.6649	NPC219383
Remote Similarity	0.6636	NPC153923
Remote Similarity	0.6588	NPC472330
Remote Similarity	0.6588	NPC472329
Remote Similarity	0.6582	NPC257354
Remote Similarity	0.657	NPC279401
Remote Similarity	0.657	NPC79293
Remote Similarity	0.6561	NPC108826
Remote Similarity	0.6558	NPC205926
Remote Similarity	0.6535	NPC98197
Remote Similarity	0.6532	NPC274268
Remote Similarity	0.6528	NPC168250
Remote Similarity	0.6528	NPC469589
Remote Similarity	0.6516	NPC469594
Remote Similarity	0.6515	NPC225381
Remote Similarity	0.6514	NPC203168
Remote Similarity	0.6505	NPC474059
Remote Similarity	0.6502	NPC329830
Remote Similarity	0.65	NPC283152
Remote Similarity	0.6495	NPC72291
Remote Similarity	0.6484	NPC471080
Remote Similarity	0.6484	NPC469592
Remote Similarity	0.6481	NPC475910
Remote Similarity	0.6481	NPC470931
Remote Similarity	0.6479	NPC475112
Remote Similarity	0.6479	NPC475085
Remote Similarity	0.6479	NPC291535
Remote Similarity	0.6476	NPC272706
Remote Similarity	0.6458	NPC10730
Remote Similarity	0.6458	NPC10875
Remote Similarity	0.6452	NPC209769
Remote Similarity	0.6425	NPC174629
Remote Similarity	0.6422	NPC177056
Remote Similarity	0.6422	NPC219664
Remote Similarity	0.6409	NPC217903
Remote Similarity	0.6398	NPC70956
Remote Similarity	0.6398	NPC243834
Remote Similarity	0.639	NPC474498
Remote Similarity	0.639	NPC473007
Remote Similarity	0.6378	NPC83289
Remote Similarity	0.6378	NPC189724
Remote Similarity	0.6378	NPC212850
Remote Similarity	0.6375	NPC189079
Remote Similarity	0.6368	NPC72211
Remote Similarity	0.6364	NPC208280
Remote Similarity	0.6364	NPC204970
Remote Similarity	0.6364	NPC116178
Remote Similarity	0.6359	NPC198160
Remote Similarity	0.6356	NPC477532
Remote Similarity	0.6351	NPC470001
Remote Similarity	0.6351	NPC470002
Remote Similarity	0.6349	NPC245974
Remote Similarity	0.6347	NPC11464
Remote Similarity	0.6346	NPC283207
Remote Similarity	0.6346	NPC473008
Remote Similarity	0.6344	NPC166655
Remote Similarity	0.6343	NPC470930
Remote Similarity	0.6339	NPC219397
Remote Similarity	0.6335	NPC321166
Remote Similarity	0.6333	NPC203972
Remote Similarity	0.6326	NPC474077
Remote Similarity	0.6326	NPC311357
Remote Similarity	0.6313	NPC472111
Remote Similarity	0.6311	NPC477533
Remote Similarity	0.6308	NPC11017
Remote Similarity	0.6306	NPC189661
Remote Similarity	0.6306	NPC316297
Remote Similarity	0.6306	NPC314817
Remote Similarity	0.6306	NPC66191
Remote Similarity	0.6305	NPC126515
Remote Similarity	0.6305	NPC274002
Remote Similarity	0.6305	NPC472331
Remote Similarity	0.6303	NPC43787
Remote Similarity	0.6303	NPC205934
Remote Similarity	0.6302	NPC184161
Remote Similarity	0.6301	NPC477160
Remote Similarity	0.6296	NPC159101
Remote Similarity	0.6296	NPC162484
Remote Similarity	0.6296	NPC473460
Remote Similarity	0.629	NPC48353
Remote Similarity	0.6287	NPC288943
Remote Similarity	0.6279	NPC476044
Remote Similarity	0.6279	NPC267423
Remote Similarity	0.6274	NPC162653
Remote Similarity	0.6274	NPC70259
Remote Similarity	0.6267	NPC470484
Remote Similarity	0.6266	NPC133609
Remote Similarity	0.6263	NPC204179
Remote Similarity	0.625	NPC66083
Remote Similarity	0.6244	NPC116096
Remote Similarity	0.6243	NPC247298
Remote Similarity	0.6233	NPC329747
Remote Similarity	0.6226	NPC264938
Remote Similarity	0.6217	NPC473185
Remote Similarity	0.6216	NPC127996
Remote Similarity	0.6212	NPC205167
Remote Similarity	0.6211	NPC313414
Remote Similarity	0.621	NPC193777
Remote Similarity	0.6207	NPC475253
Remote Similarity	0.6207	NPC300114
Remote Similarity	0.6205	NPC315257
Remote Similarity	0.6204	NPC232600
Remote Similarity	0.6195	NPC134413
Remote Similarity	0.6195	NPC271958
Remote Similarity	0.6195	NPC45112
Remote Similarity	0.6195	NPC263507
Remote Similarity	0.6193	NPC306366
Remote Similarity	0.6193	NPC14339
Remote Similarity	0.619	NPC474904
Remote Similarity	0.6188	NPC478074
Remote Similarity	0.6184	NPC71539
Remote Similarity	0.6184	NPC62069
Remote Similarity	0.6184	NPC250960
Remote Similarity	0.6181	NPC70172
Remote Similarity	0.6181	NPC254700
Remote Similarity	0.6179	NPC78284
Remote Similarity	0.6175	NPC274732
Remote Similarity	0.6175	NPC52801
Remote Similarity	0.6174	NPC266994
Remote Similarity	0.6169	NPC151030
Remote Similarity	0.6169	NPC269383
Remote Similarity	0.6168	NPC161804
Remote Similarity	0.6168	NPC472191
Remote Similarity	0.6165	NPC260118
Remote Similarity	0.6162	NPC22014
Remote Similarity	0.6157	NPC317567
Remote Similarity	0.6154	NPC276060
Remote Similarity	0.615	NPC230313
Remote Similarity	0.6147	NPC110151
Remote Similarity	0.6143	NPC477186
Remote Similarity	0.6143	NPC320088
Remote Similarity	0.6143	NPC214116
Remote Similarity	0.6137	NPC477531
Remote Similarity	0.6135	NPC86678
Remote Similarity	0.6135	NPC192939
Remote Similarity	0.6135	NPC215747
Remote Similarity	0.6132	NPC294244
Remote Similarity	0.6132	NPC473004
Remote Similarity	0.6131	NPC249274
Remote Similarity	0.6127	NPC473432
Remote Similarity	0.6127	NPC194724
Remote Similarity	0.6124	NPC276674
Remote Similarity	0.6124	NPC33902
Remote Similarity	0.6121	NPC252251
Remote Similarity	0.6121	NPC74216
Remote Similarity	0.6117	NPC265383
Remote Similarity	0.6116	NPC30749
Remote Similarity	0.6109	NPC469722
Remote Similarity	0.6109	NPC317709
Remote Similarity	0.6109	NPC329329
Remote Similarity	0.6108	NPC49315
Remote Similarity	0.6106	NPC315913
Remote Similarity	0.6105	NPC472103
Remote Similarity	0.6103	NPC302001
Remote Similarity	0.6103	NPC289786
Remote Similarity	0.6103	NPC117717
Remote Similarity	0.6096	NPC128115
Remote Similarity	0.6096	NPC132642
Remote Similarity	0.6095	NPC219170
Remote Similarity	0.6095	NPC180253
Remote Similarity	0.6094	NPC209174
Remote Similarity	0.6091	NPC195787
Remote Similarity	0.6091	NPC246140
Remote Similarity	0.6091	NPC304183
Remote Similarity	0.6089	NPC195392
Remote Similarity	0.6089	NPC176113
Remote Similarity	0.6087	NPC471953
Remote Similarity	0.6083	NPC127178
Remote Similarity	0.6081	NPC201697
Remote Similarity	0.608	NPC85651
Remote Similarity	0.608	NPC92191
Remote Similarity	0.608	NPC59028
Remote Similarity	0.6077	NPC248642
Remote Similarity	0.6077	NPC315542
Remote Similarity	0.6077	NPC28425
Remote Similarity	0.6077	NPC302449
Remote Similarity	0.6075	NPC131017
Remote Similarity	0.6075	NPC322424
Remote Similarity	0.6075	NPC243626
Remote Similarity	0.6075	NPC29472
Remote Similarity	0.6071	NPC305542
Remote Similarity	0.607	NPC233650
Remote Similarity	0.607	NPC310118
Remote Similarity	0.607	NPC127362
Remote Similarity	0.6068	NPC187678

Drug Structure

NPD4771 OpenBabel08211705272D 33 35 0 0 1 0 0 0 0 0999 V2000 0.4067 1.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4593 1.4135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0511 2.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3190 0.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5870 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3190 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4530 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1851 1.3309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8549 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5870 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7210 -1.6691 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7431 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7210 -0.6691 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1229 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 -2.1691 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 -0.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9889 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.4530 -0.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8549 -0.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1229 -3.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1851 2.3309 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2072 -0.6691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 0.8309 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8549 0.8309 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -3.6691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 21 1 0 0 0 0 3 28 1 0 0 0 0 4 6 1 0 0 0 0 4 8 1 0 0 0 0 5 7 1 0 0 0 0 5 13 1 0 0 0 0 6 25 1 0 0 0 0 7 25 1 0 0 0 0 8 28 1 0 0 0 0 9 14 1 0 0 0 0 9 16 2 0 0 0 0 10 15 1 0 0 0 0 10 21 1 0 0 0 0 11 24 1 0 0 0 0 12 17 1 0 0 0 0 12 25 1 0 0 0 0 13 11 1 6 0 0 0 13 17 1 0 0 0 0 14 19 2 0 0 0 0 14 20 1 0 0 0 0 15 18 2 0 0 0 0 15 19 1 0 0 0 0 16 18 1 0 0 0 0 16 22 1 0 0 0 0 17 26 1 1 0 0 0 18 23 1 0 0 0 0 19 29 1 0 0 0 0 20 24 2 3 0 0 0 20 27 1 0 0 0 0 21 29 1 0 0 0 0 23 30 1 0 0 0 0 23 31 1 0 0 0 0 26 32 1 0 0 0 0 27 33 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	425.21
ALogP	-0.9236
MLogP	2.89
XLogP	1.306
HDA	6
HBD	3
Rotatable Bonds	14
TPSA	100.54
RO5 Violation	0