NPASS drugs

Drug Information

Drug ID:	NPD2613
Drug Name:
Molecular Formula:	C17H23NO4
Canonical SMILES:	OC[C@H](c1ccccc1)C(=O)O[C@H]1C[C@@H]2C[C@@H]([C@H](C1)N2C)O
Standard InCHI:	InChI=1S/C17H23NO4/c1-18-12-7-13(9-15(18)16(20)8-12)22-17(21)14(10-19)11-5-3-2-4-6-11/h2-6,12-16,19-20H,7-10H2,1H3/t12-,13+,14-,15+,16+/m1/s1
Standard InCHIKey:	WTQYWNWRJNXDEG-LEOABGAYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2613

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	84
0.1-0.2	448
0.2-0.3	1125
0.3-0.4	3362
0.4-0.5	11828
0.5-0.6	12475
0.6-0.7	1477
0.7-0.8	81
0.8-0.85	1
0.85-0.9	0
0.9-0.95	6
0.95-1	3

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	1.0	NPC69496
High Similarity	0.9758	NPC233910
High Similarity	0.9758	NPC245836
High Similarity	0.9421	NPC317474
High Similarity	0.9421	NPC169485
High Similarity	0.9421	NPC291027
High Similarity	0.9421	NPC84281
High Similarity	0.9421	NPC213126
High Similarity	0.935	NPC474847
Intermediate Similarity	0.8244	NPC65310
Intermediate Similarity	0.7914	NPC281104
Intermediate Similarity	0.7872	NPC57976
Intermediate Similarity	0.776	NPC158854
Intermediate Similarity	0.7669	NPC26285
Intermediate Similarity	0.7652	NPC80150
Intermediate Similarity	0.7518	NPC260045
Intermediate Similarity	0.7518	NPC49577
Intermediate Similarity	0.7518	NPC90194
Intermediate Similarity	0.7518	NPC475318
Intermediate Similarity	0.7518	NPC476102
Intermediate Similarity	0.7518	NPC474811
Intermediate Similarity	0.7518	NPC474855
Intermediate Similarity	0.7518	NPC151706
Intermediate Similarity	0.7518	NPC273907
Intermediate Similarity	0.7518	NPC475598
Intermediate Similarity	0.7518	NPC79465
Intermediate Similarity	0.7518	NPC293377
Intermediate Similarity	0.7518	NPC118099
Intermediate Similarity	0.7518	NPC76785
Intermediate Similarity	0.7518	NPC9687
Intermediate Similarity	0.7518	NPC474787
Intermediate Similarity	0.745	NPC162104
Intermediate Similarity	0.7426	NPC285394
Intermediate Similarity	0.7415	NPC145113
Intermediate Similarity	0.7388	NPC478016
Intermediate Similarity	0.7388	NPC478014
Intermediate Similarity	0.7388	NPC190663
Intermediate Similarity	0.7388	NPC478015
Intermediate Similarity	0.7379	NPC161069
Intermediate Similarity	0.7376	NPC313663
Intermediate Similarity	0.7372	NPC47667
Intermediate Similarity	0.7368	NPC310467
Intermediate Similarity	0.7329	NPC476978
Intermediate Similarity	0.731	NPC263493
Intermediate Similarity	0.731	NPC269398
Intermediate Similarity	0.7297	NPC225648
Intermediate Similarity	0.7297	NPC329761
Intermediate Similarity	0.7293	NPC169328
Intermediate Similarity	0.7279	NPC160493
Intermediate Similarity	0.7273	NPC188010
Intermediate Similarity	0.7246	NPC317163
Intermediate Similarity	0.7237	NPC68967
Intermediate Similarity	0.7226	NPC108286
Intermediate Similarity	0.7222	NPC19136
Intermediate Similarity	0.7209	NPC292758
Intermediate Similarity	0.7209	NPC65855
Intermediate Similarity	0.72	NPC94602
Intermediate Similarity	0.7181	NPC138775
Intermediate Similarity	0.7162	NPC5620
Intermediate Similarity	0.7162	NPC209509
Intermediate Similarity	0.7132	NPC477061
Intermediate Similarity	0.7132	NPC45777
Intermediate Similarity	0.7123	NPC239762
Intermediate Similarity	0.7123	NPC163392
Intermediate Similarity	0.7109	NPC329705
Intermediate Similarity	0.7109	NPC474111
Intermediate Similarity	0.7103	NPC471265
Intermediate Similarity	0.7103	NPC471264
Intermediate Similarity	0.7097	NPC322598
Intermediate Similarity	0.7092	NPC103605
Intermediate Similarity	0.7092	NPC81092
Intermediate Similarity	0.7086	NPC2501
Intermediate Similarity	0.7063	NPC246079
Intermediate Similarity	0.7059	NPC122590
Intermediate Similarity	0.7055	NPC92784
Intermediate Similarity	0.7055	NPC98424
Intermediate Similarity	0.7055	NPC470884
Intermediate Similarity	0.7055	NPC178662
Intermediate Similarity	0.7055	NPC476133
Intermediate Similarity	0.705	NPC138798
Intermediate Similarity	0.7031	NPC476198
Intermediate Similarity	0.7027	NPC251439
Intermediate Similarity	0.7021	NPC152850
Intermediate Similarity	0.7021	NPC71933
Intermediate Similarity	0.7021	NPC105114
Intermediate Similarity	0.7021	NPC89923
Intermediate Similarity	0.7021	NPC239990
Intermediate Similarity	0.7016	NPC477767
Intermediate Similarity	0.7007	NPC307357
Intermediate Similarity	0.7007	NPC46098
Intermediate Similarity	0.7007	NPC268841
Remote Similarity	0.6987	NPC297145
Remote Similarity	0.6987	NPC197743
Remote Similarity	0.6986	NPC127741
Remote Similarity	0.6986	NPC478140
Remote Similarity	0.698	NPC471516
Remote Similarity	0.6978	NPC175726
Remote Similarity	0.6978	NPC35996
Remote Similarity	0.6978	NPC474082
Remote Similarity	0.6978	NPC6975
Remote Similarity	0.6974	NPC129666
Remote Similarity	0.6966	NPC248283
Remote Similarity	0.6954	NPC260194
Remote Similarity	0.695	NPC136453
Remote Similarity	0.6929	NPC474112
Remote Similarity	0.6929	NPC474820
Remote Similarity	0.6929	NPC475978
Remote Similarity	0.6929	NPC307020
Remote Similarity	0.6914	NPC474858
Remote Similarity	0.6913	NPC139326
Remote Similarity	0.6906	NPC252878
Remote Similarity	0.6901	NPC319766
Remote Similarity	0.6899	NPC67043
Remote Similarity	0.6897	NPC287401
Remote Similarity	0.689	NPC477462
Remote Similarity	0.6889	NPC210531
Remote Similarity	0.6887	NPC314358
Remote Similarity	0.6886	NPC329816
Remote Similarity	0.6883	NPC214239
Remote Similarity	0.6879	NPC477249
Remote Similarity	0.6879	NPC477248
Remote Similarity	0.6875	NPC157311
Remote Similarity	0.6867	NPC475128
Remote Similarity	0.6867	NPC52748
Remote Similarity	0.6866	NPC87069
Remote Similarity	0.6861	NPC314992
Remote Similarity	0.6861	NPC237420
Remote Similarity	0.6857	NPC46427
Remote Similarity	0.6853	NPC469666
Remote Similarity	0.6852	NPC35345
Remote Similarity	0.685	NPC228400
Remote Similarity	0.685	NPC94487
Remote Similarity	0.685	NPC214200
Remote Similarity	0.6849	NPC477680
Remote Similarity	0.6848	NPC475427
Remote Similarity	0.6842	NPC135121
Remote Similarity	0.6835	NPC202521
Remote Similarity	0.6831	NPC79608
Remote Similarity	0.6831	NPC476033
Remote Similarity	0.6829	NPC276993
Remote Similarity	0.6829	NPC298851
Remote Similarity	0.6829	NPC181138
Remote Similarity	0.6829	NPC21752
Remote Similarity	0.6829	NPC210415
Remote Similarity	0.6829	NPC293255
Remote Similarity	0.6828	NPC8761
Remote Similarity	0.6828	NPC44805
Remote Similarity	0.6828	NPC246913
Remote Similarity	0.6825	NPC271475
Remote Similarity	0.6821	NPC316008
Remote Similarity	0.6821	NPC313867
Remote Similarity	0.6805	NPC473562
Remote Similarity	0.68	NPC176226
Remote Similarity	0.6797	NPC473541
Remote Similarity	0.6797	NPC471820
Remote Similarity	0.6797	NPC471821
Remote Similarity	0.6797	NPC240848
Remote Similarity	0.6792	NPC476194
Remote Similarity	0.6779	NPC476259
Remote Similarity	0.6776	NPC262077
Remote Similarity	0.6772	NPC12730
Remote Similarity	0.6769	NPC474307
Remote Similarity	0.6769	NPC321670
Remote Similarity	0.6765	NPC197470
Remote Similarity	0.6763	NPC476990
Remote Similarity	0.6761	NPC244454
Remote Similarity	0.6761	NPC4974
Remote Similarity	0.6757	NPC68865
Remote Similarity	0.6755	NPC315283
Remote Similarity	0.6755	NPC314388
Remote Similarity	0.675	NPC73644
Remote Similarity	0.6747	NPC476441
Remote Similarity	0.6747	NPC129624
Remote Similarity	0.6746	NPC477159
Remote Similarity	0.6741	NPC172525
Remote Similarity	0.6738	NPC223351
Remote Similarity	0.6736	NPC165726
Remote Similarity	0.6736	NPC213969
Remote Similarity	0.6733	NPC469427
Remote Similarity	0.6733	NPC469426
Remote Similarity	0.6731	NPC473341
Remote Similarity	0.673	NPC153694
Remote Similarity	0.673	NPC211525
Remote Similarity	0.6728	NPC469479
Remote Similarity	0.6728	NPC472106
Remote Similarity	0.6727	NPC137627
Remote Similarity	0.6716	NPC269340
Remote Similarity	0.6715	NPC2265
Remote Similarity	0.6713	NPC470816
Remote Similarity	0.6711	NPC315266
Remote Similarity	0.6711	NPC473052
Remote Similarity	0.6711	NPC473055
Remote Similarity	0.6711	NPC201244
Remote Similarity	0.6711	NPC477217
Remote Similarity	0.6708	NPC472120
Remote Similarity	0.6708	NPC472101
Remote Similarity	0.6707	NPC475204
Remote Similarity	0.6707	NPC475123
Remote Similarity	0.6694	NPC322387
Remote Similarity	0.6692	NPC224610

Drug Structure

NPD2613 OpenBabel08211702172D 24 26 0 0 1 0 0 0 0 0999 V2000 -0.7947 -1.2562 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7124 0.2094 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0433 0.9526 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4034 -0.7416 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0651 0.7447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4253 -0.9495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8695 -1.0321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8651 0.2960 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9052 -0.1638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1088 0.3288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7561 -0.2064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4584 -0.6176 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1783 -0.8301 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7780 -0.4143 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2559 0.4651 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1219 0.9651 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4690 -1.3654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4638 -0.5130 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4179 1.2799 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9569 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1381 -2.1085 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5092 -1.5733 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2513 2.0230 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 11 2 0 0 0 0 6 11 1 0 0 0 0 7 13 1 0 0 0 0 8 12 1 0 0 0 0 8 16 1 0 0 0 0 9 13 1 0 0 0 0 10 19 1 0 0 0 0 11 14 1 0 0 0 0 12 7 1 6 0 0 0 12 18 1 0 0 0 0 13 22 1 1 0 0 0 14 10 1 6 0 0 0 14 17 1 0 0 0 0 15 9 1 6 0 0 0 15 16 1 0 0 0 0 15 18 1 0 0 0 0 16 20 1 6 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001613
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	183088
ChEBI
CAS Number

Drug Properties

Molecular Weight	305.16
ALogP	-2.0949
MLogP	2.78
XLogP	2.508
HDA	5
HBD	2
Rotatable Bonds	8
TPSA	70
RO5 Violation	0