NPASS drugs

Drug Information

Drug ID:	NPD5168
Drug Name:	Clocortolone
Molecular Formula:	C22H28ClFO4
Canonical SMILES:	OCC(=O)[C@H]1[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)F)Cl
Standard InCHI:	InChI=1S/C22H28ClFO4/c1-11-6-13-14-8-16(24)15-7-12(26)4-5-21(15,3)22(14,23)18(28)9-20(13,2)19(11)17(27)10-25/h4-5,7,11,13-14,16,18-19,25,28H,6,8-10H2,1-3H3/t11-,13+,14+,16+,18+,19-,20+,21+,22+/m1/s1
Standard InCHIKey:	YMTMADLUXIRMGX-RFPWEZLHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD5168

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	149
0.1-0.2	941
0.2-0.3	3758
0.3-0.4	9452
0.4-0.5	8083
0.5-0.6	4870
0.6-0.7	3035
0.7-0.8	588
0.8-0.85	12
0.85-0.9	2
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	0.8586	NPC168027
High Similarity	0.8586	NPC185936
Intermediate Similarity	0.8365	NPC144956
Intermediate Similarity	0.8283	NPC328539
Intermediate Similarity	0.8252	NPC192428
Intermediate Similarity	0.8173	NPC18509
Intermediate Similarity	0.8095	NPC114274
Intermediate Similarity	0.8091	NPC2766
Intermediate Similarity	0.8058	NPC196485
Intermediate Similarity	0.8058	NPC245972
Intermediate Similarity	0.8039	NPC272746
Intermediate Similarity	0.802	NPC86319
Intermediate Similarity	0.802	NPC275740
Intermediate Similarity	0.8018	NPC235077
Intermediate Similarity	0.7921	NPC131470
Intermediate Similarity	0.7921	NPC143767
Intermediate Similarity	0.7909	NPC44063
Intermediate Similarity	0.7905	NPC328162
Intermediate Similarity	0.7905	NPC305483
Intermediate Similarity	0.7905	NPC249954
Intermediate Similarity	0.7905	NPC96859
Intermediate Similarity	0.79	NPC327115
Intermediate Similarity	0.7879	NPC237712
Intermediate Similarity	0.7843	NPC119416
Intermediate Similarity	0.7843	NPC1015
Intermediate Similarity	0.7843	NPC474245
Intermediate Similarity	0.7843	NPC31985
Intermediate Similarity	0.783	NPC108078
Intermediate Similarity	0.7822	NPC475740
Intermediate Similarity	0.7822	NPC58063
Intermediate Similarity	0.781	NPC280725
Intermediate Similarity	0.781	NPC259286
Intermediate Similarity	0.78	NPC470574
Intermediate Similarity	0.7798	NPC311612
Intermediate Similarity	0.7788	NPC12722
Intermediate Similarity	0.7788	NPC475255
Intermediate Similarity	0.7788	NPC69454
Intermediate Similarity	0.7768	NPC214644
Intermediate Similarity	0.7767	NPC126993
Intermediate Similarity	0.7767	NPC85173
Intermediate Similarity	0.7767	NPC191684
Intermediate Similarity	0.7767	NPC129913
Intermediate Similarity	0.7767	NPC183283
Intermediate Similarity	0.7748	NPC185
Intermediate Similarity	0.7745	NPC158778
Intermediate Similarity	0.7745	NPC471722
Intermediate Similarity	0.7723	NPC31564
Intermediate Similarity	0.7723	NPC72133
Intermediate Similarity	0.7723	NPC474778
Intermediate Similarity	0.7723	NPC474733
Intermediate Similarity	0.7723	NPC474732
Intermediate Similarity	0.7723	NPC51014
Intermediate Similarity	0.7723	NPC145879
Intermediate Similarity	0.7723	NPC20688
Intermediate Similarity	0.7714	NPC111015
Intermediate Similarity	0.7714	NPC8993
Intermediate Similarity	0.7714	NPC471207
Intermediate Similarity	0.7714	NPC166906
Intermediate Similarity	0.7706	NPC87351
Intermediate Similarity	0.77	NPC214043
Intermediate Similarity	0.77	NPC85774
Intermediate Similarity	0.7692	NPC99380
Intermediate Similarity	0.7692	NPC475806
Intermediate Similarity	0.7692	NPC63748
Intermediate Similarity	0.7692	NPC473998
Intermediate Similarity	0.7685	NPC15390
Intermediate Similarity	0.767	NPC186688
Intermediate Similarity	0.767	NPC477943
Intermediate Similarity	0.767	NPC310010
Intermediate Similarity	0.767	NPC309603
Intermediate Similarity	0.767	NPC473999
Intermediate Similarity	0.767	NPC326627
Intermediate Similarity	0.7664	NPC43747
Intermediate Similarity	0.7647	NPC93778
Intermediate Similarity	0.7647	NPC141292
Intermediate Similarity	0.7642	NPC317586
Intermediate Similarity	0.7642	NPC470016
Intermediate Similarity	0.7642	NPC473170
Intermediate Similarity	0.7636	NPC249187
Intermediate Similarity	0.7636	NPC247957
Intermediate Similarity	0.7624	NPC469948
Intermediate Similarity	0.7623	NPC156797
Intermediate Similarity	0.7619	NPC472930
Intermediate Similarity	0.7619	NPC134826
Intermediate Similarity	0.7619	NPC474807
Intermediate Similarity	0.7596	NPC48010
Intermediate Similarity	0.7593	NPC147954
Intermediate Similarity	0.7593	NPC103051
Intermediate Similarity	0.7589	NPC475294
Intermediate Similarity	0.7589	NPC472925
Intermediate Similarity	0.7573	NPC474677
Intermediate Similarity	0.7573	NPC53911
Intermediate Similarity	0.7573	NPC292491
Intermediate Similarity	0.7573	NPC310752
Intermediate Similarity	0.7573	NPC471724
Intermediate Similarity	0.757	NPC49371
Intermediate Similarity	0.7568	NPC235889
Intermediate Similarity	0.7568	NPC137657
Intermediate Similarity	0.7565	NPC71348
Intermediate Similarity	0.7549	NPC94666
Intermediate Similarity	0.7549	NPC118648
Intermediate Similarity	0.7549	NPC222613
Intermediate Similarity	0.7549	NPC475022
Intermediate Similarity	0.7547	NPC23170
Intermediate Similarity	0.7547	NPC299100
Intermediate Similarity	0.7545	NPC477915
Intermediate Similarity	0.7545	NPC473424
Intermediate Similarity	0.754	NPC296617
Intermediate Similarity	0.7525	NPC59453
Intermediate Similarity	0.7525	NPC221758
Intermediate Similarity	0.7525	NPC161423
Intermediate Similarity	0.7525	NPC227064
Intermediate Similarity	0.7525	NPC146683
Intermediate Similarity	0.7525	NPC472265
Intermediate Similarity	0.7525	NPC329043
Intermediate Similarity	0.7525	NPC58841
Intermediate Similarity	0.7525	NPC473246
Intermediate Similarity	0.7525	NPC33913
Intermediate Similarity	0.7525	NPC321187
Intermediate Similarity	0.7524	NPC472978
Intermediate Similarity	0.7524	NPC131872
Intermediate Similarity	0.7524	NPC19114
Intermediate Similarity	0.7523	NPC474720
Intermediate Similarity	0.7523	NPC112167
Intermediate Similarity	0.7522	NPC295244
Intermediate Similarity	0.75	NPC474704
Intermediate Similarity	0.75	NPC190554
Intermediate Similarity	0.75	NPC475921
Intermediate Similarity	0.75	NPC26959
Intermediate Similarity	0.75	NPC151519
Intermediate Similarity	0.75	NPC268406
Intermediate Similarity	0.75	NPC472973
Intermediate Similarity	0.75	NPC181265
Intermediate Similarity	0.75	NPC76879
Intermediate Similarity	0.75	NPC32830
Intermediate Similarity	0.75	NPC257353
Intermediate Similarity	0.75	NPC48362
Intermediate Similarity	0.7477	NPC191892
Intermediate Similarity	0.7477	NPC111323
Intermediate Similarity	0.7477	NPC271195
Intermediate Similarity	0.7477	NPC474602
Intermediate Similarity	0.7477	NPC180950
Intermediate Similarity	0.7476	NPC474684
Intermediate Similarity	0.7476	NPC136548
Intermediate Similarity	0.7476	NPC153604
Intermediate Similarity	0.7476	NPC174619
Intermediate Similarity	0.7476	NPC142361
Intermediate Similarity	0.7475	NPC472478
Intermediate Similarity	0.7455	NPC163372
Intermediate Similarity	0.7455	NPC302537
Intermediate Similarity	0.7455	NPC476223
Intermediate Similarity	0.7455	NPC476240
Intermediate Similarity	0.7455	NPC224720
Intermediate Similarity	0.7455	NPC81530
Intermediate Similarity	0.7453	NPC474736
Intermediate Similarity	0.7453	NPC233118
Intermediate Similarity	0.7453	NPC109305
Intermediate Similarity	0.7453	NPC477855
Intermediate Similarity	0.7451	NPC197823
Intermediate Similarity	0.7431	NPC191565
Intermediate Similarity	0.7426	NPC118800
Intermediate Similarity	0.7426	NPC278648
Intermediate Similarity	0.7426	NPC476082
Intermediate Similarity	0.7426	NPC64600
Intermediate Similarity	0.7422	NPC245017
Intermediate Similarity	0.7422	NPC130447
Intermediate Similarity	0.7411	NPC72255
Intermediate Similarity	0.7411	NPC204833
Intermediate Similarity	0.7411	NPC209502
Intermediate Similarity	0.7407	NPC477853
Intermediate Similarity	0.7407	NPC61369
Intermediate Similarity	0.7407	NPC471463
Intermediate Similarity	0.7407	NPC301534
Intermediate Similarity	0.7407	NPC250757
Intermediate Similarity	0.7407	NPC117133
Intermediate Similarity	0.7407	NPC469545
Intermediate Similarity	0.7407	NPC5532
Intermediate Similarity	0.7404	NPC474925
Intermediate Similarity	0.7404	NPC193360
Intermediate Similarity	0.7402	NPC198361
Intermediate Similarity	0.7391	NPC197428
Intermediate Similarity	0.7387	NPC136289
Intermediate Similarity	0.7387	NPC119601
Intermediate Similarity	0.7387	NPC308726
Intermediate Similarity	0.7383	NPC472976
Intermediate Similarity	0.7383	NPC473172
Intermediate Similarity	0.7383	NPC472977
Intermediate Similarity	0.7383	NPC474690
Intermediate Similarity	0.7379	NPC76164
Intermediate Similarity	0.7379	NPC34190
Intermediate Similarity	0.7379	NPC153699
Intermediate Similarity	0.7379	NPC94755
Intermediate Similarity	0.7373	NPC270958
Intermediate Similarity	0.7364	NPC110149
Intermediate Similarity	0.7364	NPC327431
Intermediate Similarity	0.7364	NPC157787
Intermediate Similarity	0.7364	NPC476274
Intermediate Similarity	0.7364	NPC88198
Intermediate Similarity	0.7364	NPC154072
Intermediate Similarity	0.7364	NPC287833

Drug Structure

NPD5168 OpenBabel08211706322D 30 33 0 0 1 0 0 0 0 0999 V2000 4.1164 1.4322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6351 1.9217 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8175 0.5063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4515 -0.4720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6345 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2691 -0.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6346 -1.8880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8175 -1.4160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8176 1.4154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5558 2.6498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2691 0.9434 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4515 -1.4159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6351 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8175 -0.4720 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8176 -1.4160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.8880 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4527 2.3584 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9434 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4527 1.4154 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6351 0.9434 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8176 -0.4720 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6811 0.9706 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.0001 -2.8663 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.3598 3.5723 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2988 -1.9049 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1535 2.9894 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8170 1.4151 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0606 4.2032 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3453 2.2322 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3 21 1 0 0 0 0 4 5 2 0 0 0 0 4 12 1 0 0 0 0 5 21 1 0 0 0 0 6 11 1 0 0 0 0 6 13 1 0 0 0 0 7 12 1 0 0 0 0 7 15 2 0 0 0 0 8 14 1 0 0 0 0 8 16 1 0 0 0 0 9 18 1 0 0 0 0 9 20 1 0 0 0 0 10 17 1 0 0 0 0 10 25 1 0 0 0 0 11 1 1 6 0 0 0 11 19 1 0 0 0 0 12 26 2 0 0 0 0 13 14 1 0 0 0 0 13 20 1 1 0 0 0 14 22 1 6 0 0 0 15 16 1 0 0 0 0 15 21 1 0 0 0 0 16 24 1 6 0 0 0 17 19 1 0 0 0 0 17 27 2 0 0 0 0 18 22 1 1 0 0 0 18 28 1 0 0 0 0 19 20 1 1 0 0 0 20 2 1 1 0 0 0 21 22 1 6 0 0 0 22 23 1 6 0 0 0 25 29 1 0 0 0 0 28 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001190
DrugBank	DB00838
ChEMBL
IUPHAR/BPS
PharmaGKB	PA164744013
KEGG Drug	D07719
PubChem CID	5311052
ChEBI	59582
CAS Number	4828-27-7

Drug Properties

Molecular Weight	410.17
ALogP	0.288
MLogP	3.22
XLogP	2.355
HDA	4
HBD	2
Rotatable Bonds	9
TPSA	74.6
RO5 Violation	0