NPASS drugs

Drug Information

Drug ID:	NPD7003
Drug Name:	Adapalene
Molecular Formula:	C28H28O3
Canonical SMILES:	COc1ccc(cc1C12CC3CC(C2)CC(C1)C3)c1ccc2c(c1)ccc(c2)C(=O)O
Standard InCHI:	InChI=1S/C28H28O3/c1-31-26-7-6-23(21-2-3-22-12-24(27(29)30)5-4-20(22)11-21)13-25(26)28-14-17-8-18(15-28)10-19(9-17)16-28/h2-7,11-13,17-19H,8-10,14-16H2,1H3,(H,29,30)
Standard InCHIKey:	LZCDAPDGXCYOEH-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD7003

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	233
0.1-0.2	1225
0.2-0.3	1886
0.3-0.4	4621
0.4-0.5	7983
0.5-0.6	3735
0.6-0.7	7361
0.7-0.8	3682
0.8-0.85	157
0.85-0.9	7
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
High Similarity	0.8676	NPC428300
High Similarity	0.8571	NPC470406
High Similarity	0.8562	NPC260152
High Similarity	0.8561	NPC164295
High Similarity	0.8521	NPC471670
High Similarity	0.8511	NPC213122
High Similarity	0.85	NPC183103
Intermediate Similarity	0.8472	NPC476191
Intermediate Similarity	0.8462	NPC186647
Intermediate Similarity	0.8456	NPC111088
Intermediate Similarity	0.8435	NPC290038
Intermediate Similarity	0.8429	NPC239134
Intermediate Similarity	0.8425	NPC69755
Intermediate Similarity	0.8411	NPC48671
Intermediate Similarity	0.8389	NPC478163
Intermediate Similarity	0.838	NPC27394
Intermediate Similarity	0.8357	NPC245395
Intermediate Similarity	0.8355	NPC44606
Intermediate Similarity	0.8345	NPC470407
Intermediate Similarity	0.8322	NPC173569
Intermediate Similarity	0.8322	NPC477874
Intermediate Similarity	0.8322	NPC39361
Intermediate Similarity	0.8298	NPC18798
Intermediate Similarity	0.8286	NPC276238
Intermediate Similarity	0.8278	NPC261322
Intermediate Similarity	0.8264	NPC249817
Intermediate Similarity	0.8258	NPC67197
Intermediate Similarity	0.8247	NPC3898
Intermediate Similarity	0.8243	NPC53016
Intermediate Similarity	0.8224	NPC205766
Intermediate Similarity	0.8224	NPC140133
Intermediate Similarity	0.8214	NPC229894
Intermediate Similarity	0.8212	NPC472841
Intermediate Similarity	0.8212	NPC95526
Intermediate Similarity	0.8207	NPC475482
Intermediate Similarity	0.8207	NPC198621
Intermediate Similarity	0.8207	NPC22676
Intermediate Similarity	0.8207	NPC216940
Intermediate Similarity	0.8201	NPC474737
Intermediate Similarity	0.82	NPC147250
Intermediate Similarity	0.82	NPC25844
Intermediate Similarity	0.8188	NPC300603
Intermediate Similarity	0.8188	NPC91694
Intermediate Similarity	0.8188	NPC309169
Intermediate Similarity	0.8188	NPC75432
Intermediate Similarity	0.8188	NPC196941
Intermediate Similarity	0.8188	NPC471305
Intermediate Similarity	0.8176	NPC41689
Intermediate Similarity	0.8176	NPC201297
Intermediate Similarity	0.8175	NPC121168
Intermediate Similarity	0.817	NPC472838
Intermediate Similarity	0.817	NPC306011
Intermediate Similarity	0.8169	NPC258073
Intermediate Similarity	0.8158	NPC327962
Intermediate Similarity	0.8158	NPC472298
Intermediate Similarity	0.8156	NPC206028
Intermediate Similarity	0.8156	NPC117899
Intermediate Similarity	0.8151	NPC265335
Intermediate Similarity	0.8151	NPC202260
Intermediate Similarity	0.8151	NPC248287
Intermediate Similarity	0.8151	NPC234548
Intermediate Similarity	0.8146	NPC325032
Intermediate Similarity	0.8146	NPC478018
Intermediate Similarity	0.8146	NPC477483
Intermediate Similarity	0.8143	NPC78364
Intermediate Similarity	0.8143	NPC84672
Intermediate Similarity	0.8143	NPC69424
Intermediate Similarity	0.8143	NPC176130
Intermediate Similarity	0.8141	NPC296044
Intermediate Similarity	0.8141	NPC317580
Intermediate Similarity	0.8141	NPC167098
Intermediate Similarity	0.8133	NPC471523
Intermediate Similarity	0.8133	NPC471473
Intermediate Similarity	0.8133	NPC471524
Intermediate Similarity	0.8129	NPC226656
Intermediate Similarity	0.8129	NPC137416
Intermediate Similarity	0.8129	NPC318270
Intermediate Similarity	0.8129	NPC66508
Intermediate Similarity	0.8125	NPC477835
Intermediate Similarity	0.8125	NPC274876
Intermediate Similarity	0.8105	NPC473680
Intermediate Similarity	0.8105	NPC473579
Intermediate Similarity	0.8105	NPC118033
Intermediate Similarity	0.8105	NPC475454
Intermediate Similarity	0.8105	NPC475311
Intermediate Similarity	0.8102	NPC162935
Intermediate Similarity	0.8102	NPC249340
Intermediate Similarity	0.8095	NPC79372
Intermediate Similarity	0.8095	NPC1268
Intermediate Similarity	0.8092	NPC279442
Intermediate Similarity	0.8089	NPC472299
Intermediate Similarity	0.8089	NPC326084
Intermediate Similarity	0.8085	NPC193203
Intermediate Similarity	0.8085	NPC96024
Intermediate Similarity	0.8082	NPC62272
Intermediate Similarity	0.8079	NPC225173
Intermediate Similarity	0.8079	NPC163846
Intermediate Similarity	0.8077	NPC474360
Intermediate Similarity	0.8077	NPC109765
Intermediate Similarity	0.8069	NPC35630
Intermediate Similarity	0.8069	NPC22644
Intermediate Similarity	0.8067	NPC308006
Intermediate Similarity	0.8067	NPC472836
Intermediate Similarity	0.8065	NPC477691
Intermediate Similarity	0.8058	NPC89630
Intermediate Similarity	0.8058	NPC164014
Intermediate Similarity	0.8056	NPC18982
Intermediate Similarity	0.8056	NPC475346
Intermediate Similarity	0.8056	NPC475457
Intermediate Similarity	0.8056	NPC475627
Intermediate Similarity	0.8052	NPC473773
Intermediate Similarity	0.8052	NPC475579
Intermediate Similarity	0.8052	NPC124842
Intermediate Similarity	0.8043	NPC176208
Intermediate Similarity	0.8042	NPC474517
Intermediate Similarity	0.8042	NPC471851
Intermediate Similarity	0.8042	NPC72669
Intermediate Similarity	0.8041	NPC27518
Intermediate Similarity	0.8041	NPC304110
Intermediate Similarity	0.8041	NPC225243
Intermediate Similarity	0.8041	NPC168471
Intermediate Similarity	0.8041	NPC172311
Intermediate Similarity	0.8039	NPC472837
Intermediate Similarity	0.8039	NPC329933
Intermediate Similarity	0.8039	NPC300983
Intermediate Similarity	0.8038	NPC470342
Intermediate Similarity	0.8038	NPC475449
Intermediate Similarity	0.8038	NPC472052
Intermediate Similarity	0.8038	NPC472060
Intermediate Similarity	0.8029	NPC241001
Intermediate Similarity	0.8028	NPC86257
Intermediate Similarity	0.8028	NPC57552
Intermediate Similarity	0.8028	NPC131684
Intermediate Similarity	0.8027	NPC23870
Intermediate Similarity	0.8026	NPC66991
Intermediate Similarity	0.8026	NPC119767
Intermediate Similarity	0.8026	NPC52692
Intermediate Similarity	0.8026	NPC125801
Intermediate Similarity	0.8025	NPC202495
Intermediate Similarity	0.8025	NPC123153
Intermediate Similarity	0.8025	NPC158542
Intermediate Similarity	0.8025	NPC143328
Intermediate Similarity	0.8014	NPC72667
Intermediate Similarity	0.8014	NPC121104
Intermediate Similarity	0.8013	NPC478159
Intermediate Similarity	0.8013	NPC66029
Intermediate Similarity	0.8013	NPC478161
Intermediate Similarity	0.8013	NPC478019
Intermediate Similarity	0.8	NPC287604
Intermediate Similarity	0.8	NPC3744
Intermediate Similarity	0.8	NPC478164
Intermediate Similarity	0.8	NPC474599
Intermediate Similarity	0.8	NPC477594
Intermediate Similarity	0.8	NPC477690
Intermediate Similarity	0.8	NPC472262
Intermediate Similarity	0.8	NPC470765
Intermediate Similarity	0.8	NPC474534
Intermediate Similarity	0.8	NPC137125
Intermediate Similarity	0.8	NPC205392
Intermediate Similarity	0.8	NPC161964
Intermediate Similarity	0.8	NPC105942
Intermediate Similarity	0.8	NPC163948
Intermediate Similarity	0.8	NPC474533
Intermediate Similarity	0.8	NPC66593
Intermediate Similarity	0.7987	NPC18380
Intermediate Similarity	0.7987	NPC124365
Intermediate Similarity	0.7987	NPC295977
Intermediate Similarity	0.7987	NPC58310
Intermediate Similarity	0.7986	NPC275145
Intermediate Similarity	0.7986	NPC312560
Intermediate Similarity	0.7975	NPC195167
Intermediate Similarity	0.7975	NPC90497
Intermediate Similarity	0.7975	NPC239118
Intermediate Similarity	0.7975	NPC324736
Intermediate Similarity	0.7975	NPC4950
Intermediate Similarity	0.7974	NPC152233
Intermediate Similarity	0.7972	NPC475102
Intermediate Similarity	0.7972	NPC470725
Intermediate Similarity	0.7972	NPC108129
Intermediate Similarity	0.7972	NPC249425
Intermediate Similarity	0.7962	NPC279605
Intermediate Similarity	0.7962	NPC469507
Intermediate Similarity	0.7962	NPC288353
Intermediate Similarity	0.7961	NPC211565
Intermediate Similarity	0.7961	NPC60389
Intermediate Similarity	0.7961	NPC286038
Intermediate Similarity	0.7959	NPC24394
Intermediate Similarity	0.7959	NPC477592
Intermediate Similarity	0.7959	NPC290601
Intermediate Similarity	0.7958	NPC3009
Intermediate Similarity	0.7956	NPC103916
Intermediate Similarity	0.7956	NPC478121
Intermediate Similarity	0.7949	NPC62051
Intermediate Similarity	0.7947	NPC71739
Intermediate Similarity	0.7947	NPC169942
Intermediate Similarity	0.7947	NPC53520
Intermediate Similarity	0.7945	NPC477596
Intermediate Similarity	0.7943	NPC254492
Intermediate Similarity	0.7943	NPC177925
Intermediate Similarity	0.7943	NPC473220

Drug Structure

NPD7003 OpenBabel08211711352D 32 37 0 0 1 0 0 0 0 0999 V2000 0.8099 1.4029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2398 -0.9352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0497 -1.4029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6696 0.4676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4796 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4298 1.4029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6199 1.8705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4841 -1.8068 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5290 -0.5350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0579 -0.2159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0497 0.4676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6696 -1.4029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6199 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9034 -0.2421 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6613 -0.6613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6104 0.3836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1454 -1.1454 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.4193 -1.5647 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.2909 0.1454 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.8597 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2398 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8597 -0.9352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4298 0.4676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4796 -0.9352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8099 0.4676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8099 1.4029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2895 -1.4029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -8.0994 -0.9352 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.2895 -2.3381 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.8705 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.9094 -1.4029 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 31 1 0 0 0 0 2 3 1 0 0 0 0 2 21 2 0 0 0 0 3 22 2 0 0 0 0 4 5 2 0 0 0 0 4 20 1 0 0 0 0 5 24 1 0 0 0 0 6 7 2 0 0 0 0 6 23 1 0 0 0 0 7 26 1 0 0 0 0 8 17 1 0 0 0 0 8 18 1 0 0 0 0 9 17 1 0 0 0 0 9 19 1 0 0 0 0 10 18 1 0 0 0 0 10 19 1 0 0 0 0 11 20 2 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 12 24 2 0 0 0 0 13 23 2 0 0 0 0 13 25 1 0 0 0 0 14 17 1 0 0 0 0 14 28 1 0 0 0 0 15 18 1 0 0 0 0 15 28 1 0 0 0 0 16 19 1 0 0 0 0 16 28 1 0 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 24 27 1 0 0 0 0 25 26 2 0 0 0 0 25 28 1 0 0 0 0 26 31 1 0 0 0 0 27 29 1 0 0 0 0 27 30 2 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000115
DrugBank	DB00210
ChEMBL	CHEMBL1265
IUPHAR/BPS	5429
PharmaGKB	PA448047
KEGG Drug	D01112
PubChem CID	60164
ChEBI	31174
CAS Number	106685-40-9

Drug Properties

Molecular Weight	412.20
ALogP	-0.4289
MLogP	4.21
XLogP	10.279
HDA	2
HBD	1
Rotatable Bonds	6
TPSA	46.53
RO5 Violation	1