NPASS drugs

Drug Information

Drug ID:	NPD4363
Drug Name:	Alvocidib
Molecular Formula:	C21H20ClNO5
Canonical SMILES:	CN1CC[C@@H]([C@@H](C1)O)c1c(O)cc(c2c1oc(cc2=O)c1ccccc1Cl)O
Standard InCHI:	InChI=1S/C21H20ClNO5/c1-23-7-6-12(17(27)10-23)19-14(24)8-15(25)20-16(26)9-18(28-21(19)20)11-4-2-3-5-13(11)22/h2-5,8-9,12,17,24-25,27H,6-7,10H2,1H3/t12-,17+/m0/s1
Standard InCHIKey:	BIIVYFLTOXDAOV-YVEFUNNKSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4363

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	219
0.1-0.2	1080
0.2-0.3	2991
0.3-0.4	7911
0.4-0.5	5046
0.5-0.6	5283
0.6-0.7	5381
0.7-0.8	2953
0.8-0.85	20
0.85-0.9	4
0.9-0.95	1
0.95-1	1

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	NPC264938
High Similarity	0.9128	NPC129578
High Similarity	0.8889	NPC469437
High Similarity	0.8814	NPC309692
High Similarity	0.8556	NPC83019
High Similarity	0.8503	NPC204580
Intermediate Similarity	0.8197	NPC327005
Intermediate Similarity	0.8103	NPC471115
Intermediate Similarity	0.8103	NPC29777
Intermediate Similarity	0.8081	NPC472629
Intermediate Similarity	0.8046	NPC5173
Intermediate Similarity	0.8046	NPC473016
Intermediate Similarity	0.8035	NPC473077
Intermediate Similarity	0.8035	NPC296998
Intermediate Similarity	0.8035	NPC308200
Intermediate Similarity	0.8023	NPC224714
Intermediate Similarity	0.8023	NPC87486
Intermediate Similarity	0.8023	NPC124780
Intermediate Similarity	0.8023	NPC470890
Intermediate Similarity	0.8023	NPC271288
Intermediate Similarity	0.8011	NPC56232
Intermediate Similarity	0.8011	NPC161881
Intermediate Similarity	0.8011	NPC244583
Intermediate Similarity	0.8011	NPC150123
Intermediate Similarity	0.8011	NPC10807
Intermediate Similarity	0.8	NPC472633
Intermediate Similarity	0.7989	NPC39195
Intermediate Similarity	0.7989	NPC145467
Intermediate Similarity	0.7977	NPC267375
Intermediate Similarity	0.7977	NPC301276
Intermediate Similarity	0.7977	NPC83357
Intermediate Similarity	0.7977	NPC111786
Intermediate Similarity	0.7977	NPC214774
Intermediate Similarity	0.7977	NPC470647
Intermediate Similarity	0.7977	NPC312973
Intermediate Similarity	0.7977	NPC54577
Intermediate Similarity	0.7977	NPC474161
Intermediate Similarity	0.7977	NPC176229
Intermediate Similarity	0.7977	NPC246948
Intermediate Similarity	0.7977	NPC142405
Intermediate Similarity	0.7977	NPC475052
Intermediate Similarity	0.7977	NPC67805
Intermediate Similarity	0.7977	NPC88964
Intermediate Similarity	0.7977	NPC20488
Intermediate Similarity	0.7977	NPC195621
Intermediate Similarity	0.7977	NPC476088
Intermediate Similarity	0.7967	NPC68850
Intermediate Similarity	0.7966	NPC223701
Intermediate Similarity	0.7966	NPC472583
Intermediate Similarity	0.7966	NPC7989
Intermediate Similarity	0.7965	NPC85162
Intermediate Similarity	0.7965	NPC278249
Intermediate Similarity	0.7965	NPC81697
Intermediate Similarity	0.7965	NPC125894
Intermediate Similarity	0.7965	NPC77794
Intermediate Similarity	0.7965	NPC223812
Intermediate Similarity	0.7965	NPC107177
Intermediate Similarity	0.7955	NPC178484
Intermediate Similarity	0.7955	NPC477897
Intermediate Similarity	0.7955	NPC328740
Intermediate Similarity	0.7955	NPC209846
Intermediate Similarity	0.7955	NPC289774
Intermediate Similarity	0.7943	NPC470461
Intermediate Similarity	0.7943	NPC471114
Intermediate Similarity	0.7933	NPC475184
Intermediate Similarity	0.7931	NPC300988
Intermediate Similarity	0.7931	NPC283234
Intermediate Similarity	0.7931	NPC10990
Intermediate Similarity	0.7931	NPC110303
Intermediate Similarity	0.7931	NPC23728
Intermediate Similarity	0.7921	NPC217706
Intermediate Similarity	0.7921	NPC259710
Intermediate Similarity	0.7921	NPC48579
Intermediate Similarity	0.7921	NPC207809
Intermediate Similarity	0.7921	NPC304745
Intermediate Similarity	0.7921	NPC304207
Intermediate Similarity	0.7921	NPC111341
Intermediate Similarity	0.7919	NPC473014
Intermediate Similarity	0.7919	NPC235217
Intermediate Similarity	0.7919	NPC473015
Intermediate Similarity	0.7919	NPC131568
Intermediate Similarity	0.7919	NPC131579
Intermediate Similarity	0.7919	NPC473013
Intermediate Similarity	0.7919	NPC311144
Intermediate Similarity	0.7919	NPC319752
Intermediate Similarity	0.791	NPC216035
Intermediate Similarity	0.791	NPC217149
Intermediate Similarity	0.791	NPC475790
Intermediate Similarity	0.7907	NPC78
Intermediate Similarity	0.7907	NPC1089
Intermediate Similarity	0.7907	NPC76372
Intermediate Similarity	0.7907	NPC125855
Intermediate Similarity	0.7907	NPC161506
Intermediate Similarity	0.7907	NPC324436
Intermediate Similarity	0.7907	NPC148757
Intermediate Similarity	0.7907	NPC265040
Intermediate Similarity	0.7907	NPC227579
Intermediate Similarity	0.7907	NPC328164
Intermediate Similarity	0.7907	NPC37496
Intermediate Similarity	0.7907	NPC223500
Intermediate Similarity	0.7907	NPC66515
Intermediate Similarity	0.7907	NPC324134
Intermediate Similarity	0.7907	NPC220998
Intermediate Similarity	0.7907	NPC177354
Intermediate Similarity	0.7907	NPC10937
Intermediate Similarity	0.7907	NPC76338
Intermediate Similarity	0.7907	NPC182852
Intermediate Similarity	0.7907	NPC228504
Intermediate Similarity	0.7907	NPC32739
Intermediate Similarity	0.7907	NPC194432
Intermediate Similarity	0.7907	NPC40833
Intermediate Similarity	0.7907	NPC107572
Intermediate Similarity	0.7907	NPC296917
Intermediate Similarity	0.7907	NPC167624
Intermediate Similarity	0.7907	NPC64915
Intermediate Similarity	0.7907	NPC166482
Intermediate Similarity	0.7907	NPC166934
Intermediate Similarity	0.7907	NPC306829
Intermediate Similarity	0.7898	NPC474735
Intermediate Similarity	0.7898	NPC61258
Intermediate Similarity	0.7898	NPC476185
Intermediate Similarity	0.7898	NPC37348
Intermediate Similarity	0.7898	NPC321896
Intermediate Similarity	0.7886	NPC161191
Intermediate Similarity	0.7886	NPC160821
Intermediate Similarity	0.7886	NPC470460
Intermediate Similarity	0.7886	NPC6511
Intermediate Similarity	0.7886	NPC168085
Intermediate Similarity	0.7886	NPC132592
Intermediate Similarity	0.7886	NPC296869
Intermediate Similarity	0.7877	NPC32867
Intermediate Similarity	0.7874	NPC290133
Intermediate Similarity	0.7874	NPC127059
Intermediate Similarity	0.7874	NPC470131
Intermediate Similarity	0.7874	NPC187282
Intermediate Similarity	0.7874	NPC470133
Intermediate Similarity	0.7874	NPC109183
Intermediate Similarity	0.7874	NPC470132
Intermediate Similarity	0.7874	NPC285630
Intermediate Similarity	0.7874	NPC299011
Intermediate Similarity	0.7874	NPC473078
Intermediate Similarity	0.7874	NPC470134
Intermediate Similarity	0.7874	NPC24136
Intermediate Similarity	0.7874	NPC477955
Intermediate Similarity	0.7865	NPC109594
Intermediate Similarity	0.7865	NPC236756
Intermediate Similarity	0.7865	NPC469405
Intermediate Similarity	0.7865	NPC311579
Intermediate Similarity	0.7865	NPC268193
Intermediate Similarity	0.7865	NPC180301
Intermediate Similarity	0.7865	NPC326592
Intermediate Similarity	0.7865	NPC248793
Intermediate Similarity	0.7865	NPC112701
Intermediate Similarity	0.7861	NPC310130
Intermediate Similarity	0.7861	NPC175504
Intermediate Similarity	0.7861	NPC91560
Intermediate Similarity	0.7861	NPC39329
Intermediate Similarity	0.7861	NPC185276
Intermediate Similarity	0.7861	NPC51887
Intermediate Similarity	0.7861	NPC478086
Intermediate Similarity	0.7861	NPC164980
Intermediate Similarity	0.7861	NPC257097
Intermediate Similarity	0.7861	NPC214166
Intermediate Similarity	0.7861	NPC475705
Intermediate Similarity	0.7861	NPC113770
Intermediate Similarity	0.7861	NPC169591
Intermediate Similarity	0.7861	NPC476178
Intermediate Similarity	0.7861	NPC75049
Intermediate Similarity	0.7861	NPC117836
Intermediate Similarity	0.7861	NPC149026
Intermediate Similarity	0.7861	NPC221432
Intermediate Similarity	0.7861	NPC143896
Intermediate Similarity	0.7861	NPC150408
Intermediate Similarity	0.7861	NPC316816
Intermediate Similarity	0.7861	NPC219915
Intermediate Similarity	0.7861	NPC68104
Intermediate Similarity	0.7853	NPC262038
Intermediate Similarity	0.7853	NPC254412
Intermediate Similarity	0.7853	NPC319910
Intermediate Similarity	0.7853	NPC262039
Intermediate Similarity	0.7853	NPC474023
Intermediate Similarity	0.7853	NPC309512
Intermediate Similarity	0.7853	NPC278476
Intermediate Similarity	0.7853	NPC263384
Intermediate Similarity	0.7853	NPC471676
Intermediate Similarity	0.7853	NPC472420
Intermediate Similarity	0.7853	NPC209142
Intermediate Similarity	0.7853	NPC204561
Intermediate Similarity	0.7853	NPC244577
Intermediate Similarity	0.7853	NPC474021
Intermediate Similarity	0.7853	NPC316960
Intermediate Similarity	0.7853	NPC317715
Intermediate Similarity	0.7853	NPC78835
Intermediate Similarity	0.7853	NPC472422
Intermediate Similarity	0.7853	NPC471677
Intermediate Similarity	0.7853	NPC148945
Intermediate Similarity	0.7853	NPC312549
Intermediate Similarity	0.7849	NPC17170
Intermediate Similarity	0.7849	NPC156190
Intermediate Similarity	0.7849	NPC258630

Drug Structure

NPD4363 OpenBabel08211705262D 31 34 0 0 1 0 0 0 0 0999 V2000 1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 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 -3.4641 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 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 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 0.8660 -2.5000 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 1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 2 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 1.7321 -0.0000 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 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 11 2 0 0 0 0 5 13 2 0 0 0 0 6 7 1 0 0 0 0 6 12 1 0 0 0 0 7 23 1 0 0 0 0 8 14 2 0 0 0 0 8 15 1 0 0 0 0 9 16 1 0 0 0 0 9 18 2 0 0 0 0 10 17 1 0 0 0 0 10 23 1 0 0 0 0 11 13 1 0 0 0 0 11 18 1 0 0 0 0 12 17 1 0 0 0 0 12 19 1 1 0 0 0 13 22 1 0 0 0 0 14 19 1 0 0 0 0 14 24 1 0 0 0 0 15 20 2 0 0 0 0 15 25 1 0 0 0 0 16 20 1 0 0 0 0 16 26 2 0 0 0 0 17 27 1 1 0 0 0 18 28 1 0 0 0 0 19 21 2 0 0 0 0 20 21 1 0 0 0 0 21 28 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000116; DCL000422
DrugBank	DB03496
ChEMBL	CHEMBL428690
IUPHAR/BPS
PharmaGKB	PA452627
KEGG Drug
PubChem CID	5287969
ChEBI	47344
CAS Number	146426-40-6

Drug Properties

Molecular Weight	401.10
ALogP	-1.646
MLogP	3
XLogP	2.087
HDA	3
HBD	3
Rotatable Bonds	7
TPSA	90.23
RO5 Violation	0