NPASS drugs

Drug Information

Drug ID:	NPD2575
Drug Name:
Molecular Formula:	C17H21NO5
Canonical SMILES:	OCC(c1ccccc1)(C(=O)OC1CC2N(C(C1)C1C2O1)C)O
Standard InCHI:	InChI=1S/C17H21NO5/c1-18-12-7-11(8-13(18)15-14(12)23-15)22-16(20)17(21,9-19)10-5-3-2-4-6-10/h2-6,11-15,19,21H,7-9H2,1H3
Standard InCHIKey:	JEJREKXHLFEVHN-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2575

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	100
0.1-0.2	539
0.2-0.3	1343
0.3-0.4	4162
0.4-0.5	9855
0.5-0.6	12711
0.6-0.7	2123
0.7-0.8	47
0.8-0.85	5
0.85-0.9	3
0.9-0.95	2
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	0.9111	NPC245836
High Similarity	0.9111	NPC233910
High Similarity	0.8889	NPC69496
High Similarity	0.8806	NPC65310
High Similarity	0.8731	NPC474847
Intermediate Similarity	0.837	NPC169485
Intermediate Similarity	0.837	NPC317474
Intermediate Similarity	0.837	NPC291027
Intermediate Similarity	0.837	NPC84281
Intermediate Similarity	0.837	NPC213126
Intermediate Similarity	0.7584	NPC281104
Intermediate Similarity	0.7568	NPC79465
Intermediate Similarity	0.7568	NPC260045
Intermediate Similarity	0.7568	NPC293377
Intermediate Similarity	0.7568	NPC474855
Intermediate Similarity	0.7568	NPC474811
Intermediate Similarity	0.7568	NPC151706
Intermediate Similarity	0.7568	NPC475318
Intermediate Similarity	0.7568	NPC475598
Intermediate Similarity	0.7568	NPC9687
Intermediate Similarity	0.7568	NPC476102
Intermediate Similarity	0.7568	NPC76785
Intermediate Similarity	0.7568	NPC273907
Intermediate Similarity	0.7568	NPC118099
Intermediate Similarity	0.7568	NPC90194
Intermediate Similarity	0.7568	NPC49577
Intermediate Similarity	0.7568	NPC474787
Intermediate Similarity	0.755	NPC251439
Intermediate Similarity	0.7465	NPC26285
Intermediate Similarity	0.7389	NPC162104
Intermediate Similarity	0.7361	NPC285394
Intermediate Similarity	0.7324	NPC80150
Intermediate Similarity	0.7321	NPC129624
Intermediate Similarity	0.732	NPC57976
Intermediate Similarity	0.7315	NPC313663
Intermediate Similarity	0.7244	NPC145113
Intermediate Similarity	0.7214	NPC210531
Intermediate Similarity	0.7212	NPC469479
Intermediate Similarity	0.7172	NPC108286
Intermediate Similarity	0.7153	NPC292758
Intermediate Similarity	0.7153	NPC65855
Intermediate Similarity	0.7151	NPC329816
Intermediate Similarity	0.7143	NPC79608
Intermediate Similarity	0.7126	NPC35345
Intermediate Similarity	0.7123	NPC138798
Intermediate Similarity	0.709	NPC160382
Intermediate Similarity	0.7083	NPC190663
Intermediate Similarity	0.7083	NPC474858
Intermediate Similarity	0.7081	NPC68967
Intermediate Similarity	0.7075	NPC57607
Intermediate Similarity	0.7075	NPC317163
Intermediate Similarity	0.7069	NPC473562
Intermediate Similarity	0.7055	NPC469927
Intermediate Similarity	0.7029	NPC158854
Intermediate Similarity	0.7027	NPC476033
Intermediate Similarity	0.7007	NPC236981
Intermediate Similarity	0.7007	NPC471466
Remote Similarity	0.6986	NPC160493
Remote Similarity	0.697	NPC476194
Remote Similarity	0.6968	NPC307357
Remote Similarity	0.6968	NPC268841
Remote Similarity	0.6968	NPC46098
Remote Similarity	0.6959	NPC244454
Remote Similarity	0.6951	NPC197743
Remote Similarity	0.6951	NPC297145
Remote Similarity	0.695	NPC172525
Remote Similarity	0.6944	NPC94499
Remote Similarity	0.6943	NPC204546
Remote Similarity	0.6937	NPC94602
Remote Similarity	0.6933	NPC472707
Remote Similarity	0.6923	NPC269398
Remote Similarity	0.6923	NPC263493
Remote Similarity	0.6918	NPC225648
Remote Similarity	0.6918	NPC329761
Remote Similarity	0.6901	NPC469509
Remote Similarity	0.6897	NPC23963
Remote Similarity	0.6882	NPC329717
Remote Similarity	0.6863	NPC233692
Remote Similarity	0.686	NPC471165
Remote Similarity	0.686	NPC26108
Remote Similarity	0.686	NPC477462
Remote Similarity	0.6855	NPC262216
Remote Similarity	0.6846	NPC4974
Remote Similarity	0.6839	NPC68865
Remote Similarity	0.6832	NPC477737
Remote Similarity	0.6831	NPC36607
Remote Similarity	0.6831	NPC87069
Remote Similarity	0.6828	NPC286135
Remote Similarity	0.6824	NPC469505
Remote Similarity	0.6821	NPC469666
Remote Similarity	0.6818	NPC248283
Remote Similarity	0.6818	NPC477680
Remote Similarity	0.6815	NPC228400
Remote Similarity	0.6815	NPC475195
Remote Similarity	0.6815	NPC214200
Remote Similarity	0.6813	NPC135121
Remote Similarity	0.681	NPC4108
Remote Similarity	0.681	NPC232583
Remote Similarity	0.681	NPC25484
Remote Similarity	0.681	NPC477101
Remote Similarity	0.681	NPC477097
Remote Similarity	0.681	NPC477099
Remote Similarity	0.6803	NPC476281
Remote Similarity	0.6803	NPC476184
Remote Similarity	0.6798	NPC475566
Remote Similarity	0.6797	NPC17567
Remote Similarity	0.6792	NPC209509
Remote Similarity	0.6792	NPC5620
Remote Similarity	0.6791	NPC175852
Remote Similarity	0.6791	NPC210529
Remote Similarity	0.6791	NPC160548
Remote Similarity	0.679	NPC201692
Remote Similarity	0.6788	NPC19136
Remote Similarity	0.6788	NPC477100
Remote Similarity	0.6788	NPC477098
Remote Similarity	0.6784	NPC196091
Remote Similarity	0.6782	NPC329992
Remote Similarity	0.6779	NPC307020
Remote Similarity	0.6776	NPC301857
Remote Similarity	0.6774	NPC311492
Remote Similarity	0.6774	NPC28836
Remote Similarity	0.6774	NPC164172
Remote Similarity	0.6772	NPC161069
Remote Similarity	0.677	NPC471820
Remote Similarity	0.677	NPC25043
Remote Similarity	0.677	NPC471821
Remote Similarity	0.677	NPC134131
Remote Similarity	0.6768	NPC470153
Remote Similarity	0.6753	NPC239358
Remote Similarity	0.6748	NPC120536
Remote Similarity	0.6748	NPC214239
Remote Similarity	0.6747	NPC217801
Remote Similarity	0.6747	NPC251139
Remote Similarity	0.6747	NPC205918
Remote Similarity	0.6746	NPC26353
Remote Similarity	0.6743	NPC203005
Remote Similarity	0.6735	NPC476183
Remote Similarity	0.6733	NPC477249
Remote Similarity	0.6733	NPC477248
Remote Similarity	0.6733	NPC246166
Remote Similarity	0.6732	NPC469549
Remote Similarity	0.6732	NPC11025
Remote Similarity	0.6731	NPC127741
Remote Similarity	0.6731	NPC200154
Remote Similarity	0.6731	NPC109580
Remote Similarity	0.6731	NPC471264
Remote Similarity	0.6731	NPC471265
Remote Similarity	0.673	NPC474303
Remote Similarity	0.673	NPC476978
Remote Similarity	0.673	NPC475413
Remote Similarity	0.673	NPC242355
Remote Similarity	0.6728	NPC339338
Remote Similarity	0.6728	NPC2501
Remote Similarity	0.6728	NPC227905
Remote Similarity	0.6728	NPC146097
Remote Similarity	0.6712	NPC310467
Remote Similarity	0.6711	NPC223351
Remote Similarity	0.6711	NPC476278
Remote Similarity	0.6711	NPC81092
Remote Similarity	0.6711	NPC103605
Remote Similarity	0.671	NPC472248
Remote Similarity	0.671	NPC471066
Remote Similarity	0.671	NPC471095
Remote Similarity	0.6709	NPC473301
Remote Similarity	0.6708	NPC237240
Remote Similarity	0.6708	NPC260194
Remote Similarity	0.6708	NPC31171
Remote Similarity	0.6707	NPC154675
Remote Similarity	0.6707	NPC122590
Remote Similarity	0.6706	NPC15506
Remote Similarity	0.6705	NPC137627
Remote Similarity	0.6704	NPC474746
Remote Similarity	0.6704	NPC475981
Remote Similarity	0.6703	NPC477550
Remote Similarity	0.6703	NPC477552
Remote Similarity	0.6691	NPC474111
Remote Similarity	0.6691	NPC329705
Remote Similarity	0.669	NPC269340
Remote Similarity	0.6689	NPC136453
Remote Similarity	0.6688	NPC470884
Remote Similarity	0.6688	NPC98424
Remote Similarity	0.6688	NPC319995
Remote Similarity	0.6688	NPC246079
Remote Similarity	0.6688	NPC178662
Remote Similarity	0.6688	NPC476133
Remote Similarity	0.6688	NPC289415
Remote Similarity	0.6688	NPC45191
Remote Similarity	0.6688	NPC92784
Remote Similarity	0.6687	NPC201244
Remote Similarity	0.6687	NPC477217
Remote Similarity	0.6687	NPC205389
Remote Similarity	0.6686	NPC475123
Remote Similarity	0.6686	NPC475204
Remote Similarity	0.6667	NPC166521
Remote Similarity	0.6667	NPC173934
Remote Similarity	0.6667	NPC472114
Remote Similarity	0.6667	NPC113325
Remote Similarity	0.6667	NPC172769
Remote Similarity	0.6667	NPC471103
Remote Similarity	0.6667	NPC275592

Drug Structure

NPD2575 OpenBabel08211702172D 25 28 0 0 1 0 0 0 0 0999 V2000 -4.0710 0.4196 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8314 -1.4400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8314 -1.4400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8314 -0.4800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8314 -0.4800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7812 1.0684 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7812 -0.2292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9600 0.9600 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 -1.4688 0.4196 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.4832 1.2286 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.4832 -0.3894 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.5322 0.9196 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.5322 -0.0804 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 1.9200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9600 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.0710 0.4196 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4400 0.1286 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8314 2.4000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9600 0.9600 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8314 2.4000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6662 0.4196 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4000 0.1286 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4400 0.1286 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 10 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 7 12 1 0 0 0 0 8 11 1 0 0 0 0 8 13 1 0 0 0 0 9 17 1 0 0 0 0 9 19 1 0 0 0 0 10 17 1 0 0 0 0 11 22 1 0 0 0 0 12 14 1 0 0 0 0 12 18 1 0 0 0 0 13 15 1 0 0 0 0 13 18 1 0 0 0 0 14 15 1 0 0 0 0 14 23 1 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 16 20 2 0 0 0 0 16 22 1 0 0 0 0 17 21 1 0 0 0 0 19 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001612
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	4105431
ChEBI
CAS Number

Drug Properties

Molecular Weight	319.14
ALogP	-2.1516
MLogP	2.67
XLogP	1.127
HDA	6
HBD	2
Rotatable Bonds	8
TPSA	82.53
RO5 Violation	0