NPASS drugs

Drug Information

Drug ID:	NPD5858
Drug Name:	DAA-1097
Molecular Formula:	C24H24ClNO3
Canonical SMILES:	CC(Oc1ccccc1CN(c1ccc(cc1Oc1ccccc1)Cl)C(=O)C)C
Standard InCHI:	InChI=1S/C24H24ClNO3/c1-17(2)28-23-12-8-7-9-19(23)16-26(18(3)27)22-14-13-20(25)15-24(22)29-21-10-5-4-6-11-21/h4-15,17H,16H2,1-3H3
Standard InCHIKey:	CGUBOFYHGYNUDL-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5858

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	245
0.1-0.2	1866
0.2-0.3	10027
0.3-0.4	2634
0.4-0.5	11775
0.5-0.6	4096
0.6-0.7	244
0.7-0.8	3
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	0.7299	NPC301163
Intermediate Similarity	0.7166	NPC232872
Intermediate Similarity	0.7044	NPC255253
Remote Similarity	0.6957	NPC250476
Remote Similarity	0.6931	NPC262725
Remote Similarity	0.6891	NPC471825
Remote Similarity	0.689	NPC231382
Remote Similarity	0.6882	NPC476462
Remote Similarity	0.6848	NPC73280
Remote Similarity	0.6802	NPC260601
Remote Similarity	0.6798	NPC315257
Remote Similarity	0.6744	NPC168750
Remote Similarity	0.6706	NPC476475
Remote Similarity	0.6703	NPC471648
Remote Similarity	0.6647	NPC308197
Remote Similarity	0.6634	NPC473422
Remote Similarity	0.6627	NPC283079
Remote Similarity	0.6593	NPC93653
Remote Similarity	0.6571	NPC247298
Remote Similarity	0.6568	NPC266425
Remote Similarity	0.6561	NPC285941
Remote Similarity	0.6545	NPC116096
Remote Similarity	0.6535	NPC311357
Remote Similarity	0.6529	NPC29650
Remote Similarity	0.6526	NPC287152
Remote Similarity	0.651	NPC314659
Remote Similarity	0.6508	NPC473432
Remote Similarity	0.6506	NPC218323
Remote Similarity	0.6497	NPC245974
Remote Similarity	0.6497	NPC473004
Remote Similarity	0.6491	NPC138365
Remote Similarity	0.6486	NPC254700
Remote Similarity	0.6486	NPC471614
Remote Similarity	0.6486	NPC299582
Remote Similarity	0.6461	NPC242000
Remote Similarity	0.6458	NPC197335
Remote Similarity	0.6452	NPC471652
Remote Similarity	0.6447	NPC470483
Remote Similarity	0.6442	NPC471532
Remote Similarity	0.6441	NPC9373
Remote Similarity	0.6437	NPC189724
Remote Similarity	0.6437	NPC212850
Remote Similarity	0.6437	NPC83289
Remote Similarity	0.6425	NPC220961
Remote Similarity	0.6418	NPC112937
Remote Similarity	0.6413	NPC320064
Remote Similarity	0.6392	NPC469829
Remote Similarity	0.639	NPC470484
Remote Similarity	0.6387	NPC220560
Remote Similarity	0.6384	NPC473874
Remote Similarity	0.6382	NPC470485
Remote Similarity	0.6378	NPC191863
Remote Similarity	0.6378	NPC133470
Remote Similarity	0.6378	NPC289776
Remote Similarity	0.6373	NPC190461
Remote Similarity	0.6368	NPC314948
Remote Similarity	0.6368	NPC161804
Remote Similarity	0.6364	NPC314861
Remote Similarity	0.6359	NPC473007
Remote Similarity	0.6355	NPC67904
Remote Similarity	0.6355	NPC138830
Remote Similarity	0.6354	NPC474815
Remote Similarity	0.6343	NPC314113
Remote Similarity	0.6341	NPC473460
Remote Similarity	0.6335	NPC290069
Remote Similarity	0.633	NPC33507
Remote Similarity	0.6327	NPC33902
Remote Similarity	0.6327	NPC87391
Remote Similarity	0.6327	NPC276674
Remote Similarity	0.6324	NPC306366
Remote Similarity	0.6324	NPC231862
Remote Similarity	0.6321	NPC70092
Remote Similarity	0.6313	NPC474059
Remote Similarity	0.6313	NPC296085
Remote Similarity	0.631	NPC24954
Remote Similarity	0.631	NPC204179
Remote Similarity	0.6308	NPC179704
Remote Similarity	0.6304	NPC26850
Remote Similarity	0.63	NPC228206
Remote Similarity	0.63	NPC78284
Remote Similarity	0.629	NPC199737
Remote Similarity	0.6289	NPC118776
Remote Similarity	0.6289	NPC288305
Remote Similarity	0.6287	NPC478049
Remote Similarity	0.6281	NPC1820
Remote Similarity	0.6279	NPC273984
Remote Similarity	0.6276	NPC249405
Remote Similarity	0.6269	NPC230313
Remote Similarity	0.6265	NPC27198
Remote Similarity	0.6264	NPC307682
Remote Similarity	0.6263	NPC471604
Remote Similarity	0.6262	NPC41216
Remote Similarity	0.6257	NPC118511
Remote Similarity	0.6256	NPC234933
Remote Similarity	0.625	NPC141739
Remote Similarity	0.625	NPC136112
Remote Similarity	0.6244	NPC471531
Remote Similarity	0.6244	NPC111492
Remote Similarity	0.6237	NPC85613
Remote Similarity	0.6232	NPC268077
Remote Similarity	0.6231	NPC473008
Remote Similarity	0.6231	NPC473569
Remote Similarity	0.6231	NPC45389
Remote Similarity	0.6231	NPC237579
Remote Similarity	0.6229	NPC318591
Remote Similarity	0.6229	NPC231163
Remote Similarity	0.6228	NPC315632
Remote Similarity	0.6228	NPC328267
Remote Similarity	0.6225	NPC5374
Remote Similarity	0.6223	NPC70172
Remote Similarity	0.6222	NPC71629
Remote Similarity	0.6219	NPC302001
Remote Similarity	0.6205	NPC270301
Remote Similarity	0.6204	NPC274268
Remote Similarity	0.6203	NPC57105
Remote Similarity	0.619	NPC471561
Remote Similarity	0.6188	NPC243626
Remote Similarity	0.6188	NPC198401
Remote Similarity	0.6186	NPC197141
Remote Similarity	0.6185	NPC297584
Remote Similarity	0.6184	NPC207971
Remote Similarity	0.6181	NPC320088
Remote Similarity	0.6176	NPC172403
Remote Similarity	0.6176	NPC17374
Remote Similarity	0.6176	NPC71124
Remote Similarity	0.6176	NPC100863
Remote Similarity	0.6175	NPC329830
Remote Similarity	0.6173	NPC469831
Remote Similarity	0.6172	NPC198160
Remote Similarity	0.617	NPC139506
Remote Similarity	0.617	NPC292143
Remote Similarity	0.6167	NPC189908
Remote Similarity	0.6165	NPC470586
Remote Similarity	0.6158	NPC471651
Remote Similarity	0.6154	NPC287588
Remote Similarity	0.615	NPC30749
Remote Similarity	0.615	NPC312531
Remote Similarity	0.6147	NPC148124
Remote Similarity	0.6146	NPC307640
Remote Similarity	0.6141	NPC26872
Remote Similarity	0.6138	NPC469479
Remote Similarity	0.6134	NPC127082
Remote Similarity	0.6131	NPC469830
Remote Similarity	0.6129	NPC93593
Remote Similarity	0.6127	NPC274732
Remote Similarity	0.6127	NPC208022
Remote Similarity	0.6127	NPC472191
Remote Similarity	0.6121	NPC316297
Remote Similarity	0.6121	NPC314817
Remote Similarity	0.6121	NPC66191
Remote Similarity	0.6117	NPC257763
Remote Similarity	0.6117	NPC127178
Remote Similarity	0.6117	NPC177404
Remote Similarity	0.6114	NPC325599
Remote Similarity	0.6111	NPC313886
Remote Similarity	0.6101	NPC99724
Remote Similarity	0.61	NPC110741
Remote Similarity	0.61	NPC477186
Remote Similarity	0.6099	NPC51957
Remote Similarity	0.6099	NPC476144
Remote Similarity	0.6099	NPC106295
Remote Similarity	0.6099	NPC210437
Remote Similarity	0.6099	NPC476151
Remote Similarity	0.6099	NPC16107
Remote Similarity	0.6098	NPC17677
Remote Similarity	0.6098	NPC193906
Remote Similarity	0.6098	NPC23080
Remote Similarity	0.6095	NPC308943
Remote Similarity	0.6094	NPC474814
Remote Similarity	0.6094	NPC112336
Remote Similarity	0.6092	NPC66643
Remote Similarity	0.6087	NPC214368
Remote Similarity	0.6084	NPC321133
Remote Similarity	0.6084	NPC263835
Remote Similarity	0.6084	NPC316582
Remote Similarity	0.6083	NPC222046
Remote Similarity	0.6077	NPC470930
Remote Similarity	0.6075	NPC471649
Remote Similarity	0.6075	NPC473006
Remote Similarity	0.6073	NPC469505
Remote Similarity	0.6071	NPC5167
Remote Similarity	0.6071	NPC151237
Remote Similarity	0.607	NPC474904
Remote Similarity	0.607	NPC471593
Remote Similarity	0.6069	NPC313466
Remote Similarity	0.6067	NPC314682
Remote Similarity	0.6066	NPC287208
Remote Similarity	0.6066	NPC100573
Remote Similarity	0.6066	NPC7467
Remote Similarity	0.6066	NPC207873
Remote Similarity	0.6062	NPC241055
Remote Similarity	0.6062	NPC95977
Remote Similarity	0.6059	NPC320242
Remote Similarity	0.6059	NPC475190
Remote Similarity	0.6059	NPC254957
Remote Similarity	0.6058	NPC15987
Remote Similarity	0.6058	NPC473005
Remote Similarity	0.6051	NPC283152
Remote Similarity	0.605	NPC21425
Remote Similarity	0.6048	NPC246140

Drug Structure

NPD5858 OpenBabel08211708292D 29 31 0 0 0 0 0 0 0 0999 V2000 -2.5981 -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 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 2.5981 2.5000 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 2.5981 1.5000 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 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 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 -5.1962 0.0000 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 0.8660 -0.5000 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 -3.4641 -2.0000 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 -1.5000 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 -0.8660 -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 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 Cl 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 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 18 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 10 1 0 0 0 0 6 11 2 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 12 1 0 0 0 0 9 19 2 0 0 0 0 10 21 2 0 0 0 0 11 21 1 0 0 0 0 12 23 2 0 0 0 0 13 14 2 0 0 0 0 13 20 1 0 0 0 0 14 22 1 0 0 0 0 15 20 2 0 0 0 0 15 24 1 0 0 0 0 16 19 1 0 0 0 0 16 26 1 0 0 0 0 17 28 1 0 0 0 0 18 26 1 0 0 0 0 18 27 2 0 0 0 0 19 23 1 0 0 0 0 20 25 1 0 0 0 0 21 29 1 0 0 0 0 22 24 2 0 0 0 0 22 26 1 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006502
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	409.14
ALogP	-0.125
MLogP	3.55
XLogP	7.304
HDA	2
HBD	0
Rotatable Bonds	12
TPSA	38.77
RO5 Violation	1