NPASS drugs

Drug Information

Drug ID:	NPD6333
Drug Name:
Molecular Formula:	C25H31NO6
Canonical SMILES:	CC(=O)OCC(=O)C12N=C(OC1CC1C2(C)CC(O)C2C1CCC1=CC(=O)C=CC21C)C
Standard InCHI:	InChI=1S/C25H31NO6/c1-13-26-25(20(30)12-31-14(2)27)21(32-13)10-18-17-6-5-15-9-16(28)7-8-23(15,3)22(17)19(29)11-24(18,25)4/h7-9,17-19,21-22,29H,5-6,10-12H2,1-4H3
Standard InCHIKey:	FBHSPRKOSMHSIF-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6333

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	105
0.1-0.2	617
0.2-0.3	2618
0.3-0.4	9800
0.4-0.5	9779
0.5-0.6	5803
0.6-0.7	2121
0.7-0.8	47
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	0.75	NPC44063
Intermediate Similarity	0.7444	NPC270958
Intermediate Similarity	0.7385	NPC2766
Intermediate Similarity	0.7348	NPC71348
Intermediate Similarity	0.7333	NPC118638
Intermediate Similarity	0.7328	NPC197428
Intermediate Similarity	0.7293	NPC202889
Intermediate Similarity	0.7293	NPC52634
Intermediate Similarity	0.7273	NPC118860
Intermediate Similarity	0.7273	NPC231589
Intermediate Similarity	0.7273	NPC214797
Intermediate Similarity	0.7246	NPC313528
Intermediate Similarity	0.7218	NPC170487
Intermediate Similarity	0.7209	NPC29705
Intermediate Similarity	0.7203	NPC139585
Intermediate Similarity	0.7181	NPC803
Intermediate Similarity	0.7176	NPC94529
Intermediate Similarity	0.7164	NPC472926
Intermediate Similarity	0.7164	NPC106479
Intermediate Similarity	0.7143	NPC473255
Intermediate Similarity	0.7132	NPC140723
Intermediate Similarity	0.7132	NPC159442
Intermediate Similarity	0.7121	NPC258543
Intermediate Similarity	0.7121	NPC241927
Intermediate Similarity	0.7113	NPC476957
Intermediate Similarity	0.7087	NPC114274
Intermediate Similarity	0.708	NPC9714
Intermediate Similarity	0.7077	NPC235889
Intermediate Similarity	0.7077	NPC96268
Intermediate Similarity	0.7068	NPC235077
Intermediate Similarity	0.7068	NPC179642
Intermediate Similarity	0.7054	NPC22388
Intermediate Similarity	0.705	NPC470921
Intermediate Similarity	0.7042	NPC473265
Intermediate Similarity	0.7042	NPC470882
Intermediate Similarity	0.7042	NPC473253
Intermediate Similarity	0.7037	NPC194100
Intermediate Similarity	0.7031	NPC144956
Intermediate Similarity	0.7023	NPC181265
Intermediate Similarity	0.7023	NPC231530
Intermediate Similarity	0.7023	NPC278628
Intermediate Similarity	0.7015	NPC470281
Intermediate Similarity	0.7015	NPC43775
Intermediate Similarity	0.7015	NPC207689
Intermediate Similarity	0.7007	NPC472927
Intermediate Similarity	0.7007	NPC239273
Intermediate Similarity	0.7	NPC469985
Remote Similarity	0.6986	NPC76999
Remote Similarity	0.698	NPC180770
Remote Similarity	0.698	NPC302276
Remote Similarity	0.6978	NPC109973
Remote Similarity	0.697	NPC169375
Remote Similarity	0.697	NPC220974
Remote Similarity	0.697	NPC472925
Remote Similarity	0.695	NPC120724
Remote Similarity	0.6944	NPC470880
Remote Similarity	0.6944	NPC231529
Remote Similarity	0.694	NPC328052
Remote Similarity	0.6939	NPC75318
Remote Similarity	0.6934	NPC469794
Remote Similarity	0.6934	NPC72772
Remote Similarity	0.6934	NPC266728
Remote Similarity	0.6934	NPC49492
Remote Similarity	0.6923	NPC204556
Remote Similarity	0.6923	NPC287423
Remote Similarity	0.6917	NPC470269
Remote Similarity	0.6917	NPC211224
Remote Similarity	0.6912	NPC962
Remote Similarity	0.6908	NPC160222
Remote Similarity	0.6908	NPC193753
Remote Similarity	0.6906	NPC472933
Remote Similarity	0.6906	NPC473203
Remote Similarity	0.6899	NPC472972
Remote Similarity	0.6894	NPC475571
Remote Similarity	0.6894	NPC96377
Remote Similarity	0.6894	NPC196528
Remote Similarity	0.6894	NPC473252
Remote Similarity	0.6892	NPC145899
Remote Similarity	0.6887	NPC162910
Remote Similarity	0.6879	NPC222688
Remote Similarity	0.6875	NPC108078
Remote Similarity	0.6875	NPC18509
Remote Similarity	0.6875	NPC471586
Remote Similarity	0.6866	NPC304495
Remote Similarity	0.6861	NPC178289
Remote Similarity	0.6861	NPC471398
Remote Similarity	0.6861	NPC470953
Remote Similarity	0.6861	NPC243354
Remote Similarity	0.6861	NPC470540
Remote Similarity	0.6857	NPC472004
Remote Similarity	0.685	NPC470232
Remote Similarity	0.6849	NPC475472
Remote Similarity	0.6842	NPC176949
Remote Similarity	0.6842	NPC201908
Remote Similarity	0.6842	NPC3316
Remote Similarity	0.6842	NPC144854
Remote Similarity	0.6838	NPC280782
Remote Similarity	0.6831	NPC473979
Remote Similarity	0.6828	NPC221414
Remote Similarity	0.6822	NPC477854
Remote Similarity	0.6822	NPC471038
Remote Similarity	0.6822	NPC474793
Remote Similarity	0.6821	NPC82931
Remote Similarity	0.6821	NPC172365
Remote Similarity	0.6821	NPC210729
Remote Similarity	0.6818	NPC255309
Remote Similarity	0.6818	NPC14537
Remote Similarity	0.6815	NPC163314
Remote Similarity	0.6815	NPC42776
Remote Similarity	0.6812	NPC148458
Remote Similarity	0.6812	NPC207217
Remote Similarity	0.6809	NPC46570
Remote Similarity	0.6803	NPC73829
Remote Similarity	0.6803	NPC469674
Remote Similarity	0.6803	NPC58029
Remote Similarity	0.6803	NPC119794
Remote Similarity	0.68	NPC200788
Remote Similarity	0.68	NPC243680
Remote Similarity	0.6797	NPC298469
Remote Similarity	0.6797	NPC141669
Remote Similarity	0.6797	NPC329910
Remote Similarity	0.6797	NPC477853
Remote Similarity	0.6794	NPC308351
Remote Similarity	0.6794	NPC271266
Remote Similarity	0.6791	NPC154608
Remote Similarity	0.6791	NPC192813
Remote Similarity	0.6791	NPC277017
Remote Similarity	0.6788	NPC250109
Remote Similarity	0.6786	NPC476960
Remote Similarity	0.6786	NPC319570
Remote Similarity	0.6772	NPC475118
Remote Similarity	0.6772	NPC265699
Remote Similarity	0.6772	NPC470385
Remote Similarity	0.6772	NPC475527
Remote Similarity	0.6772	NPC470386
Remote Similarity	0.6772	NPC111015
Remote Similarity	0.6769	NPC218383
Remote Similarity	0.6769	NPC473224
Remote Similarity	0.6769	NPC267921
Remote Similarity	0.6769	NPC15390
Remote Similarity	0.6767	NPC470309
Remote Similarity	0.6767	NPC265127
Remote Similarity	0.6765	NPC472928
Remote Similarity	0.6765	NPC146945
Remote Similarity	0.6765	NPC171888
Remote Similarity	0.6763	NPC218970
Remote Similarity	0.6763	NPC470275
Remote Similarity	0.6763	NPC471854
Remote Similarity	0.6761	NPC269642
Remote Similarity	0.6761	NPC107493
Remote Similarity	0.6759	NPC311534
Remote Similarity	0.6757	NPC477072
Remote Similarity	0.6753	NPC298067
Remote Similarity	0.6753	NPC214821
Remote Similarity	0.6746	NPC185936
Remote Similarity	0.6746	NPC168027
Remote Similarity	0.6742	NPC36321
Remote Similarity	0.6742	NPC275583
Remote Similarity	0.6742	NPC87927
Remote Similarity	0.6742	NPC312900
Remote Similarity	0.6741	NPC475941
Remote Similarity	0.6741	NPC474901
Remote Similarity	0.6741	NPC470615
Remote Similarity	0.6739	NPC300051
Remote Similarity	0.6738	NPC476962
Remote Similarity	0.6738	NPC476961
Remote Similarity	0.6736	NPC174367
Remote Similarity	0.6736	NPC47113
Remote Similarity	0.6735	NPC34963
Remote Similarity	0.6732	NPC475152
Remote Similarity	0.6732	NPC475584
Remote Similarity	0.6732	NPC475394
Remote Similarity	0.673	NPC187497
Remote Similarity	0.673	NPC100612
Remote Similarity	0.673	NPC113620
Remote Similarity	0.673	NPC174336
Remote Similarity	0.673	NPC475599
Remote Similarity	0.6719	NPC470229
Remote Similarity	0.6718	NPC81530
Remote Similarity	0.6718	NPC476223
Remote Similarity	0.6718	NPC289148
Remote Similarity	0.6718	NPC163963
Remote Similarity	0.6718	NPC46848
Remote Similarity	0.6718	NPC476240
Remote Similarity	0.6718	NPC52899
Remote Similarity	0.6718	NPC472924
Remote Similarity	0.6718	NPC475099
Remote Similarity	0.6718	NPC236585
Remote Similarity	0.6718	NPC224720
Remote Similarity	0.6716	NPC475294
Remote Similarity	0.6715	NPC475524
Remote Similarity	0.6715	NPC264634
Remote Similarity	0.6715	NPC152117
Remote Similarity	0.6715	NPC475970
Remote Similarity	0.6715	NPC100267
Remote Similarity	0.6715	NPC234042
Remote Similarity	0.6715	NPC205534
Remote Similarity	0.6714	NPC297179
Remote Similarity	0.6714	NPC470420
Remote Similarity	0.6714	NPC21326

Drug Structure

NPD6333 OpenBabel08211709092D 33 37 0 0 1 0 0 0 0 0999 V2000 -1.7138 -0.2714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0118 -2.7703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0281 1.5755 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8944 0.1991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1848 4.0097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3416 3.5228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7145 2.5491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8713 2.0623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8713 4.0097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5723 2.3632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3416 0.6018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3209 -1.6772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9260 0.3009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0435 -2.6685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0281 3.5228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7145 3.5228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3416 2.5491 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.4983 2.0623 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.1848 1.0886 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7170 -0.7877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.5755 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.1848 2.0623 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.0281 2.5491 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.4983 1.0886 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.5723 0.7877 0.0000 C 0 0 3 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 0.5289 -3.4562 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5578 4.0097 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0281 0.6018 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6853 -0.6859 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3526 -1.7790 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9260 1.2746 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0281 -0.3719 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 23 1 0 0 0 0 4 24 1 0 0 0 0 5 6 1 0 0 0 0 5 15 1 0 0 0 0 6 17 1 0 0 0 0 7 8 2 0 0 0 0 7 16 1 0 0 0 0 8 23 1 0 0 0 0 9 15 2 0 0 0 0 9 16 1 0 0 0 0 10 18 1 0 0 0 0 10 21 1 0 0 0 0 11 19 1 0 0 0 0 11 24 1 0 0 0 0 12 20 1 0 0 0 0 12 31 1 0 0 0 0 13 26 2 0 0 0 0 13 32 1 0 0 0 0 14 27 2 0 0 0 0 14 31 1 0 0 0 0 15 23 1 0 0 0 0 16 28 2 0 0 0 0 17 18 1 0 0 0 0 17 22 1 0 0 0 0 18 24 1 0 0 0 0 19 22 1 0 0 0 0 19 29 1 0 0 0 0 20 25 1 0 0 0 0 20 30 2 0 0 0 0 21 25 1 0 0 0 0 21 32 1 0 0 0 0 22 23 1 0 0 0 0 24 25 1 0 0 0 0 25 26 1 0 0 0 0 29 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001529
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	26709
ChEBI
CAS Number

Drug Properties

Molecular Weight	441.22
ALogP	-0.2473
MLogP	3.44
XLogP	1.915
HDA	7
HBD	1
Rotatable Bonds	9
TPSA	102.26
RO5 Violation	0