NPASS drugs

Drug Information

Drug ID:	NPD2562
Drug Name:	Ritodrine
Molecular Formula:	C17H21NO3
Canonical SMILES:	Oc1ccc(cc1)CCN[C@H]([C@@H](c1ccc(cc1)O)O)C
Standard InCHI:	InChI=1S/C17H21NO3/c1-12(17(21)14-4-8-16(20)9-5-14)18-11-10-13-2-6-15(19)7-3-13/h2-9,12,17-21H,10-11H2,1H3/t12-,17-/m0/s1
Standard InCHIKey:	IOVGROKTTNBUGK-SJCJKPOMSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2562

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	671
0.2-0.3	2918
0.3-0.4	9369
0.4-0.5	5405
0.5-0.6	9313
0.6-0.7	2793
0.7-0.8	299
0.8-0.85	16
0.85-0.9	3
0.9-0.95	3
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	0.9304	NPC10286
High Similarity	0.9304	NPC213
High Similarity	0.9091	NPC307020
High Similarity	0.8783	NPC145638
High Similarity	0.8783	NPC290566
High Similarity	0.8512	NPC137096
Intermediate Similarity	0.8425	NPC236347
Intermediate Similarity	0.8425	NPC323775
Intermediate Similarity	0.8425	NPC322366
Intermediate Similarity	0.8348	NPC226778
Intermediate Similarity	0.8348	NPC147000
Intermediate Similarity	0.8348	NPC304761
Intermediate Similarity	0.8348	NPC150254
Intermediate Similarity	0.8222	NPC168861
Intermediate Similarity	0.8174	NPC327226
Intermediate Similarity	0.8106	NPC208757
Intermediate Similarity	0.808	NPC283760
Intermediate Similarity	0.8074	NPC214988
Intermediate Similarity	0.8016	NPC169207
Intermediate Similarity	0.8016	NPC115627
Intermediate Similarity	0.8016	NPC118522
Intermediate Similarity	0.8	NPC125732
Intermediate Similarity	0.7984	NPC95733
Intermediate Similarity	0.7984	NPC82963
Intermediate Similarity	0.7984	NPC62101
Intermediate Similarity	0.7931	NPC228400
Intermediate Similarity	0.7931	NPC214200
Intermediate Similarity	0.7931	NPC289381
Intermediate Similarity	0.7931	NPC155847
Intermediate Similarity	0.7923	NPC29477
Intermediate Similarity	0.7923	NPC320242
Intermediate Similarity	0.792	NPC311737
Intermediate Similarity	0.792	NPC38458
Intermediate Similarity	0.7917	NPC96224
Intermediate Similarity	0.7917	NPC24101
Intermediate Similarity	0.7913	NPC108606
Intermediate Similarity	0.7913	NPC226096
Intermediate Similarity	0.7913	NPC164514
Intermediate Similarity	0.7913	NPC303611
Intermediate Similarity	0.7913	NPC290515
Intermediate Similarity	0.791	NPC267237
Intermediate Similarity	0.7857	NPC85276
Intermediate Similarity	0.7851	NPC292758
Intermediate Similarity	0.7851	NPC65855
Intermediate Similarity	0.7845	NPC132078
Intermediate Similarity	0.7845	NPC51333
Intermediate Similarity	0.7845	NPC78119
Intermediate Similarity	0.7845	NPC216468
Intermediate Similarity	0.7823	NPC118202
Intermediate Similarity	0.7786	NPC318965
Intermediate Similarity	0.7778	NPC213730
Intermediate Similarity	0.7769	NPC153690
Intermediate Similarity	0.7769	NPC211218
Intermediate Similarity	0.7761	NPC326966
Intermediate Similarity	0.776	NPC317254
Intermediate Similarity	0.7752	NPC474862
Intermediate Similarity	0.775	NPC231705
Intermediate Similarity	0.7744	NPC325651
Intermediate Similarity	0.7739	NPC313650
Intermediate Similarity	0.7712	NPC7686
Intermediate Similarity	0.7712	NPC40258
Intermediate Similarity	0.7712	NPC91461
Intermediate Similarity	0.7705	NPC258056
Intermediate Similarity	0.7704	NPC97870
Intermediate Similarity	0.7704	NPC247018
Intermediate Similarity	0.7704	NPC307123
Intermediate Similarity	0.7704	NPC149379
Intermediate Similarity	0.7698	NPC188867
Intermediate Similarity	0.7698	NPC106551
Intermediate Similarity	0.7698	NPC281686
Intermediate Similarity	0.7686	NPC142297
Intermediate Similarity	0.7667	NPC154899
Intermediate Similarity	0.7667	NPC233396
Intermediate Similarity	0.7664	NPC64205
Intermediate Similarity	0.7652	NPC136112
Intermediate Similarity	0.7652	NPC20142
Intermediate Similarity	0.7652	NPC215351
Intermediate Similarity	0.7652	NPC141739
Intermediate Similarity	0.7647	NPC178902
Intermediate Similarity	0.7647	NPC68055
Intermediate Similarity	0.7643	NPC204546
Intermediate Similarity	0.7642	NPC474149
Intermediate Similarity	0.7634	NPC328267
Intermediate Similarity	0.7626	NPC170170
Intermediate Similarity	0.7626	NPC211468
Intermediate Similarity	0.7626	NPC219233
Intermediate Similarity	0.7612	NPC271808
Intermediate Similarity	0.7603	NPC135464
Intermediate Similarity	0.7603	NPC92623
Intermediate Similarity	0.7586	NPC26244
Intermediate Similarity	0.7571	NPC323123
Intermediate Similarity	0.7565	NPC138117
Intermediate Similarity	0.7565	NPC325292
Intermediate Similarity	0.7561	NPC24777
Intermediate Similarity	0.7554	NPC318591
Intermediate Similarity	0.7554	NPC231163
Intermediate Similarity	0.7521	NPC473388
Intermediate Similarity	0.7521	NPC211551
Intermediate Similarity	0.752	NPC146422
Intermediate Similarity	0.7519	NPC43275
Intermediate Similarity	0.7519	NPC239697
Intermediate Similarity	0.75	NPC257390
Intermediate Similarity	0.75	NPC329595
Intermediate Similarity	0.75	NPC475018
Intermediate Similarity	0.75	NPC326599
Intermediate Similarity	0.75	NPC151715
Intermediate Similarity	0.748	NPC97811
Intermediate Similarity	0.7479	NPC294741
Intermediate Similarity	0.7479	NPC29601
Intermediate Similarity	0.7464	NPC470441
Intermediate Similarity	0.7463	NPC218323
Intermediate Similarity	0.7462	NPC321133
Intermediate Similarity	0.746	NPC26524
Intermediate Similarity	0.7447	NPC469360
Intermediate Similarity	0.7445	NPC302171
Intermediate Similarity	0.7445	NPC33338
Intermediate Similarity	0.7445	NPC300020
Intermediate Similarity	0.7429	NPC41473
Intermediate Similarity	0.7429	NPC312770
Intermediate Similarity	0.7429	NPC204848
Intermediate Similarity	0.7429	NPC160607
Intermediate Similarity	0.7429	NPC14600
Intermediate Similarity	0.7426	NPC126859
Intermediate Similarity	0.7426	NPC89769
Intermediate Similarity	0.7426	NPC259665
Intermediate Similarity	0.7419	NPC265211
Intermediate Similarity	0.7419	NPC306045
Intermediate Similarity	0.741	NPC237227
Intermediate Similarity	0.7407	NPC66177
Intermediate Similarity	0.7407	NPC268763
Intermediate Similarity	0.7407	NPC8305
Intermediate Similarity	0.7402	NPC12656
Intermediate Similarity	0.74	NPC160931
Intermediate Similarity	0.74	NPC37205
Intermediate Similarity	0.7391	NPC300017
Intermediate Similarity	0.7391	NPC300478
Intermediate Similarity	0.7385	NPC268572
Intermediate Similarity	0.7381	NPC42911
Intermediate Similarity	0.7381	NPC290353
Intermediate Similarity	0.7381	NPC153795
Intermediate Similarity	0.7376	NPC197921
Intermediate Similarity	0.7376	NPC150712
Intermediate Similarity	0.7376	NPC476989
Intermediate Similarity	0.7372	NPC45191
Intermediate Similarity	0.7364	NPC283468
Intermediate Similarity	0.736	NPC63345
Intermediate Similarity	0.7357	NPC473055
Intermediate Similarity	0.7357	NPC473052
Intermediate Similarity	0.7348	NPC27581
Intermediate Similarity	0.7347	NPC60538
Intermediate Similarity	0.7347	NPC207824
Intermediate Similarity	0.7339	NPC262365
Intermediate Similarity	0.7338	NPC473360
Intermediate Similarity	0.7333	NPC244336
Intermediate Similarity	0.7329	NPC473491
Intermediate Similarity	0.7328	NPC45040
Intermediate Similarity	0.7328	NPC263835
Intermediate Similarity	0.7324	NPC251439
Intermediate Similarity	0.7324	NPC212850
Intermediate Similarity	0.7324	NPC91953
Intermediate Similarity	0.7324	NPC189724
Intermediate Similarity	0.7324	NPC83289
Intermediate Similarity	0.7323	NPC176730
Intermediate Similarity	0.7323	NPC123175
Intermediate Similarity	0.7313	NPC171372
Intermediate Similarity	0.7311	NPC107619
Intermediate Similarity	0.7308	NPC317784
Intermediate Similarity	0.7308	NPC122009
Intermediate Similarity	0.7308	NPC142638
Intermediate Similarity	0.7305	NPC193528
Intermediate Similarity	0.7305	NPC322526
Intermediate Similarity	0.7304	NPC280347
Intermediate Similarity	0.7304	NPC177420
Intermediate Similarity	0.7297	NPC476742
Intermediate Similarity	0.728	NPC55617
Intermediate Similarity	0.728	NPC62258
Intermediate Similarity	0.7273	NPC326241
Intermediate Similarity	0.7273	NPC56634
Intermediate Similarity	0.7273	NPC284078
Intermediate Similarity	0.7273	NPC318357
Intermediate Similarity	0.7266	NPC473137
Intermediate Similarity	0.7266	NPC120280
Intermediate Similarity	0.726	NPC245974
Intermediate Similarity	0.7255	NPC63931
Intermediate Similarity	0.7254	NPC299583
Intermediate Similarity	0.7252	NPC319950
Intermediate Similarity	0.725	NPC92730
Intermediate Similarity	0.725	NPC128723
Intermediate Similarity	0.7248	NPC76213
Intermediate Similarity	0.7248	NPC476741
Intermediate Similarity	0.7248	NPC277669
Intermediate Similarity	0.7248	NPC476268
Intermediate Similarity	0.7246	NPC473724
Intermediate Similarity	0.7241	NPC55561
Intermediate Similarity	0.7236	NPC474839
Intermediate Similarity	0.7236	NPC42383
Intermediate Similarity	0.7231	NPC476266
Intermediate Similarity	0.7227	NPC216520
Intermediate Similarity	0.7227	NPC82664
Intermediate Similarity	0.7227	NPC292730

Drug Structure

NPD2562 OpenBabel08211702172D 25 26 0 0 1 0 0 0 0 0999 V2000 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 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 -2.5981 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 6 1 0 0 0 0 2 13 2 0 0 0 0 3 7 2 0 0 0 0 3 13 1 0 0 0 0 4 8 1 0 0 0 0 4 14 2 0 0 0 0 5 9 2 0 0 0 0 5 14 1 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 11 1 0 0 0 0 10 13 1 0 0 0 0 11 18 1 0 0 0 0 12 1 1 6 0 0 0 12 17 1 0 0 0 0 12 18 1 0 0 0 0 14 17 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 6 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000937
DrugBank	DB00867
ChEMBL	CHEMBL785
IUPHAR/BPS	7294
PharmaGKB	PA451258
KEGG Drug	D02359
PubChem CID	33572
ChEBI	8872
CAS Number	26652-09-5

Drug Properties

Molecular Weight	287.15
ALogP	-1.5836
MLogP	2.89
XLogP	2.594
HDA	2
HBD	4
Rotatable Bonds	10
TPSA	72.72
RO5 Violation	0