NPASS drugs

Drug Information

Drug ID:	NPD6915
Drug Name:	Ixabepilone
Molecular Formula:	C27H42N2O5S
Canonical SMILES:	OC1=N[C@@H](C[C@@H]2O[C@]2(C)CCC[C@@H]([C@@H]([C@H](C(=O)C([C@H](C1)O)(C)C)C)O)C)/C(=C/c1csc(n1)C)/C
Standard InCHI:	InChI=1S/C27H42N2O5S/c1-15-9-8-10-27(7)22(34-27)12-20(16(2)11-19-14-35-18(4)28-19)29-23(31)13-21(30)26(5,6)25(33)17(3)24(15)32/h11,14-15,17,20-22,24,30,32H,8-10,12-13H2,1-7H3,(H,29,31)/b16-11+/t15-,17+,20-,21-,22-,24-,27+/m0/s1
Standard InCHIKey:	FABUFPQFXZVHFB-PVYNADRNSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6915

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	102
0.1-0.2	709
0.2-0.3	3609
0.3-0.4	21461
0.4-0.5	4666
0.5-0.6	258
0.6-0.7	44
0.7-0.8	5
0.8-0.85	27
0.85-0.9	9
0.9-0.95	0
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	0.8758	NPC21126
High Similarity	0.8701	NPC474538
High Similarity	0.8693	NPC212214
High Similarity	0.859	NPC312887
High Similarity	0.8581	NPC52587
High Similarity	0.8571	NPC202591
High Similarity	0.8562	NPC206724
High Similarity	0.8562	NPC474515
High Similarity	0.8526	NPC231110
Intermediate Similarity	0.8497	NPC475737
Intermediate Similarity	0.8497	NPC185665
Intermediate Similarity	0.8497	NPC474094
Intermediate Similarity	0.8442	NPC252616
Intermediate Similarity	0.8442	NPC163147
Intermediate Similarity	0.8442	NPC61667
Intermediate Similarity	0.8442	NPC154873
Intermediate Similarity	0.8442	NPC32583
Intermediate Similarity	0.8442	NPC45576
Intermediate Similarity	0.8442	NPC109498
Intermediate Similarity	0.8442	NPC474090
Intermediate Similarity	0.8387	NPC268063
Intermediate Similarity	0.8387	NPC224609
Intermediate Similarity	0.8377	NPC474067
Intermediate Similarity	0.8366	NPC474064
Intermediate Similarity	0.8366	NPC82436
Intermediate Similarity	0.8366	NPC474103
Intermediate Similarity	0.8366	NPC474068
Intermediate Similarity	0.8312	NPC474079
Intermediate Similarity	0.8312	NPC21449
Intermediate Similarity	0.8312	NPC474080
Intermediate Similarity	0.8312	NPC474102
Intermediate Similarity	0.8312	NPC157194
Intermediate Similarity	0.8312	NPC475683
Intermediate Similarity	0.8228	NPC127775
Intermediate Similarity	0.8176	NPC474070
Intermediate Similarity	0.8052	NPC474069
Intermediate Similarity	0.7703	NPC475604
Intermediate Similarity	0.7561	NPC315252
Intermediate Similarity	0.75	NPC475568
Intermediate Similarity	0.7059	NPC56058
Intermediate Similarity	0.7059	NPC522
Remote Similarity	0.6994	NPC190329
Remote Similarity	0.6871	NPC469801
Remote Similarity	0.6747	NPC319751
Remote Similarity	0.6649	NPC165538
Remote Similarity	0.6631	NPC122427
Remote Similarity	0.6627	NPC119481
Remote Similarity	0.6579	NPC239660
Remote Similarity	0.6579	NPC106235
Remote Similarity	0.6573	NPC24990
Remote Similarity	0.6568	NPC473398
Remote Similarity	0.6543	NPC329961
Remote Similarity	0.6519	NPC473704
Remote Similarity	0.6464	NPC134480
Remote Similarity	0.6448	NPC161242
Remote Similarity	0.6448	NPC132662
Remote Similarity	0.6444	NPC164006
Remote Similarity	0.6389	NPC101980
Remote Similarity	0.6389	NPC470146
Remote Similarity	0.6389	NPC97078
Remote Similarity	0.6369	NPC475554
Remote Similarity	0.6368	NPC469858
Remote Similarity	0.6359	NPC476080
Remote Similarity	0.6359	NPC475534
Remote Similarity	0.6354	NPC476103
Remote Similarity	0.6333	NPC54983
Remote Similarity	0.631	NPC161143
Remote Similarity	0.6294	NPC475390
Remote Similarity	0.629	NPC263485
Remote Similarity	0.629	NPC25316
Remote Similarity	0.629	NPC229160
Remote Similarity	0.6278	NPC12660
Remote Similarity	0.6238	NPC145178
Remote Similarity	0.6238	NPC14877
Remote Similarity	0.6238	NPC475350
Remote Similarity	0.6237	NPC475330
Remote Similarity	0.6203	NPC174652
Remote Similarity	0.6201	NPC210424
Remote Similarity	0.6176	NPC478251
Remote Similarity	0.6176	NPC478252
Remote Similarity	0.6146	NPC251036
Remote Similarity	0.6145	NPC186452
Remote Similarity	0.6145	NPC216720
Remote Similarity	0.6111	NPC211555
Remote Similarity	0.6025	NPC267605
Remote Similarity	0.5976	NPC89592
Remote Similarity	0.5924	NPC201968
Remote Similarity	0.5907	NPC96016
Remote Similarity	0.5897	NPC50694
Remote Similarity	0.5839	NPC135558
Remote Similarity	0.5818	NPC475196
Remote Similarity	0.5813	NPC214375
Remote Similarity	0.5756	NPC75498
Remote Similarity	0.574	NPC74917
Remote Similarity	0.5732	NPC51692
Remote Similarity	0.5706	NPC120917
Remote Similarity	0.5663	NPC49051
Remote Similarity	0.5654	NPC79386
Remote Similarity	0.5604	NPC14101

Drug Structure

NPD6915 OpenBabel08211710072D 38 40 0 0 1 0 0 0 0 0999 V2000 -5.3572 -0.3403 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3732 -4.0501 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9241 -3.0076 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2342 -1.9880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7751 -4.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9510 -5.4674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9642 -0.1459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8879 0.1617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8167 -0.2089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8880 0.1486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7333 -2.3559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0991 -1.8913 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9538 -4.8783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1182 -3.4774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5330 -0.9067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0642 -3.0991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9409 -2.8254 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3206 -2.3947 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7115 -2.5639 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0860 -2.8912 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.9537 -4.8652 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.2714 -0.9625 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0250 -4.5078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9278 -1.8255 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.5703 -3.7542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8725 -4.4705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9692 -0.2462 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4546 -1.8947 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3087 -3.8100 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.1617 -5.8434 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4804 -5.3464 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9059 -1.6175 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4090 -4.2988 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 4.1127 -3.3729 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.1127 -6.1524 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9344 -6.2374 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2150 -0.6665 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 16 1 0 0 0 0 4 18 1 0 0 0 0 5 26 1 0 0 0 0 6 26 1 0 0 0 0 8 9 1 0 0 0 0 8 10 1 0 0 0 0 9 15 1 0 0 0 0 10 27 1 0 0 0 0 11 16 2 0 0 0 0 11 19 1 0 0 0 0 12 20 1 0 0 0 0 12 22 1 0 0 0 0 13 21 1 0 0 0 0 13 23 1 0 0 0 0 14 19 2 0 0 0 0 14 35 1 0 0 0 0 15 1 1 1 0 0 0 15 24 1 0 0 0 0 17 3 1 6 0 0 0 17 24 1 0 0 0 0 17 25 1 0 0 0 0 18 28 2 0 0 0 0 18 35 1 0 0 0 0 19 28 1 0 0 0 0 20 16 1 1 0 0 0 20 29 1 0 0 0 0 21 26 1 0 0 0 0 21 30 1 6 0 0 0 22 27 1 1 0 0 0 22 34 1 0 0 0 0 23 29 2 3 0 0 0 23 31 1 0 0 0 0 24 32 1 1 0 0 0 25 26 1 0 0 0 0 25 33 2 0 0 0 0 27 7 1 6 0 0 0 27 34 1 0 0 0 0 30 36 1 0 0 0 0 31 37 1 0 0 0 0 32 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001562
DrugBank	DB04845
ChEMBL	CHEMBL1201752
IUPHAR/BPS	6824
PharmaGKB	PA165958343
KEGG Drug	D04645
PubChem CID	6445540
ChEBI	63605
CAS Number	219989-84-1

Drug Properties

Molecular Weight	506.28
ALogP	1.2893
MLogP	3.55
XLogP	2.573
HDA	7
HBD	3
Rotatable Bonds	12
TPSA	143.78
RO5 Violation	0