NPASS drugs

Drug Information

Drug ID:	NPD2610
Drug Name:
Molecular Formula:	C17H23NO3
Canonical SMILES:	OCC(c1ccccc1)C(=O)OC1C[C@@H]2CC[C@H](C1)N2C
Standard InCHI:	"InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15?,16?"
Standard InCHIKey:	RKUNBYITZUJHSG-PJPHBNEVSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2610

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	57860
0.1-0.2	144837
0.2-0.3	8769
0.3-0.4	138
0.4-0.5	46
0.5-0.6	28
0.6-0.7	12
0.7-0.8	31
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	14

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC151003
High Similarity	1.0	NPC213126
High Similarity	1.0	NPC46780
High Similarity	1.0	NPC317474
High Similarity	1.0	NPC209773
High Similarity	1.0	NPC291027
High Similarity	1.0	NPC327013
High Similarity	1.0	NPC203064
High Similarity	1.0	NPC514276
High Similarity	1.0	NPC522081
High Similarity	1.0	NPC602420
High Similarity	1.0	NPC609072
High Similarity	1.0	NPC609554
High Similarity	1.0	NPC612042
High Similarity	0.8913	NPC211401
Intermediate Similarity	0.78	NPC520023
Intermediate Similarity	0.75	NPC245836
Intermediate Similarity	0.75	NPC234378
Intermediate Similarity	0.75	NPC200302
Intermediate Similarity	0.75	NPC267466
Intermediate Similarity	0.75	NPC233910
Intermediate Similarity	0.75	NPC33541
Intermediate Similarity	0.75	NPC116631
Intermediate Similarity	0.75	NPC190558
Intermediate Similarity	0.75	NPC248142
Intermediate Similarity	0.75	NPC172518
Intermediate Similarity	0.75	NPC97820
Intermediate Similarity	0.75	NPC39830
Intermediate Similarity	0.75	NPC117351
Intermediate Similarity	0.75	NPC602722
Intermediate Similarity	0.75	NPC611671
Intermediate Similarity	0.74	NPC265160
Intermediate Similarity	0.74	NPC176599
Intermediate Similarity	0.74	NPC270278
Intermediate Similarity	0.74	NPC69496
Intermediate Similarity	0.74	NPC161229
Intermediate Similarity	0.74	NPC281061
Intermediate Similarity	0.74	NPC155853
Intermediate Similarity	0.74	NPC227451
Intermediate Similarity	0.74	NPC132923
Intermediate Similarity	0.74	NPC552314
Intermediate Similarity	0.74	NPC584619
Intermediate Similarity	0.74	NPC602117
Intermediate Similarity	0.7347	NPC287708
Intermediate Similarity	0.7255	NPC596423
Intermediate Similarity	0.7174	NPC566596
Remote Similarity	0.6852	NPC569698
Remote Similarity	0.6833	NPC255452
Remote Similarity	0.6727	NPC549524
Remote Similarity	0.6727	NPC590196
Remote Similarity	0.66	NPC191074
Remote Similarity	0.6491	NPC526785
Remote Similarity	0.6471	NPC209997
Remote Similarity	0.6327	NPC81806
Remote Similarity	0.6327	NPC13206
Remote Similarity	0.6327	NPC65310
Remote Similarity	0.6122	NPC309672
Remote Similarity	0.6122	NPC505657
Remote Similarity	0.5882	NPC500232
Remote Similarity	0.5849	NPC220809
Remote Similarity	0.5849	NPC514373
Remote Similarity	0.5849	NPC589960
Remote Similarity	0.5686	NPC158735
Remote Similarity	0.5686	NPC173810
Remote Similarity	0.5686	NPC55285
Remote Similarity	0.5686	NPC501158
Remote Similarity	0.5577	NPC295983
Remote Similarity	0.5556	NPC561813
Remote Similarity	0.551	NPC26285
Remote Similarity	0.551	NPC551766
Remote Similarity	0.551	NPC570472
Remote Similarity	0.551	NPC609506
Remote Similarity	0.5472	NPC327589
Remote Similarity	0.5472	NPC84281
Remote Similarity	0.5472	NPC169485
Remote Similarity	0.5472	NPC208067
Remote Similarity	0.5472	NPC275579
Remote Similarity	0.5472	NPC506376
Remote Similarity	0.5472	NPC535803
Remote Similarity	0.5283	NPC578255
Remote Similarity	0.5273	NPC540328
Remote Similarity	0.5273	NPC551028
Remote Similarity	0.5254	NPC585790
Remote Similarity	0.5161	NPC54511
Remote Similarity	0.5161	NPC537205
Remote Similarity	0.5161	NPC598268

Drug Structure

NPD2610 OpenBabel08211702172D 22 24 0 0 1 0 0 0 0 0999 V2000 2.7320 -3.1040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6512 -0.9533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6512 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8256 -1.4300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8256 0.4767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9719 -1.2072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3841 -2.0163 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2608 -1.2332 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4982 -2.2830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6512 0.0000 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 1.9230 -1.5163 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9719 -2.8253 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6267 -1.5745 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8256 0.4767 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8256 1.4300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9230 -2.5163 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6512 -0.9533 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.9067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6512 1.9067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4769 -1.4300 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 12 2 0 0 0 0 6 12 1 0 0 0 0 7 8 1 0 0 0 0 9 13 1 0 0 0 0 9 15 1 0 0 0 0 10 14 1 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 11 19 1 0 0 0 0 12 16 1 0 0 0 0 13 7 1 6 0 0 0 13 18 1 0 0 0 0 14 8 1 6 0 0 0 14 18 1 0 0 0 0 15 21 1 0 0 0 0 16 17 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001108; DAP000377
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	174174
ChEBI
CAS Number

Drug Properties

Molecular Weight	289.17
ALogP	-1.8722
MLogP	2.89
XLogP	3.538
HDA	4
HBD	1
Rotatable Bonds	7
TPSA	49.77
RO5 Violation	0